N-Phenylurea

As yet, a number of experiments have failed to convert ureas 205 such as N-phenylurea or imidazolin-2-one by silylation amination with excess amines R3NHR4 such as benzylamine or morpholine and excess HMDS 2 as well as equivalent amounts of NH4X (for X=C1, I) via the silylated intermediates 206 and 207 in one reaction step at 110-150°C into their corresponding guanidines 208 with formation of NH3 and HMDSO 7 [35] (Scheme 4.13). This failure is possibly due to the steric repulsion of the two neighbouring bulky trimethylsilyl groups in the assumed activated intermediate 207, which prevents the formation of 207 in the equilibrium with 206. Thus the two step Rathke-method, which demands the prior S-alkylation of 2-thioureas followed by amination with liberation of alkyl-mercaptans, will remain one of the standard syntheses of guanidines [21, 35a,b,c]. 

N (2 -Azidoethyl) N -phenylurea, N3CH2CH2NH.CO.NH.CgH5 mw 205.22, N34.13% ndls (benz), mp 99°, sol In cold ale, EtAc, chlf hot benz. Prepd from 2-azido-ethylamine and phenylisocyanate in benz Refs l)Beil 12, (231) 2)M.O,Forster ... 

Ethylphenylureas and derivs 6 E322-E323 N-(2-azidoethyl)-N -phenylurea 6 E322 N-ethyl-N -(dinitrophenyl) ureas 6 E322-E323 N -ethyl-N -nitro-N dinitrophenyl) ureas 6E323... 

N-2-Chloro-4-pyridmyl-N-phenylurea. CPPU [68157-60-8] (47) is a phenylurea plant growth regulator that has been used experimentally to increase fruit size in apples, grapes, kiwifruit, macadamia nuts (Macadamia temifolia)y cotton, small grains, and ornamentals (23). 

PYRIDINEAND PYRIDINEDERIVATIVES] (Vol20) n-2-Chloro-4-pyndmyl-n-phenylurea... 

The N-benzylation of N-phenylureas in liquid ammonia does not proceed smoothly and requires the formation of a dianion (Scheme 6.27). Only N,N -diphe-nylurea can be benzylated under these conditions N-phcnylurca or N-acylureas, on the other hand, remain unchanged [114], Attempts to alkylate ureas with alkyl halides in DM SO at room temperature using solid KOH as base yielded only small amounts of N-alkylated ureas [115]. 

Note pheno = phenobarbitone, buta = butabarbitone, amylo = amylobarbitone, oxine = 8-hydroxyquinoline, DMG = dimethylglyoxime, DAMO = diacetylmonoxime, phen = 1,10-phenanthroline, NPU = N-phenylurea, DPU = diphenylurea, DPTU = diphenylthiourea, TU = thiourea, U = urea. 

To increase the marketability of Collego, its compatibility with chemical pesticides has been investigated. Mixtures of CGA with propanil [N-(3,4-dichlorophenyl)propanamide], molinate [S-ethyl hexahydro-lH-azepine-l-carbothioate], 2,4,5-T, and benomyl [methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate] were detrimental to CGA s efficacy (31). If, however, propanil, 2,4,5-T, fentin hydroxide (triphenyltin hydroxide), pencycuron N-[(4-chlorophenyl)methyl]-N-cyclopentyl-N -phenylurea), each at 0.56 kg ai/ha, and SN-84364 [3 -isopropoxy-2-(trifluoromethyl) benzanilide] (at 0.40 kg ai/ha) were applied after CGA treatment, disease and development were not inhibited (32). The herbicides, acifluorfen 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid) (0.56 kg ai/ha) and bentazon [3-(1-methylethyl)-(IH)-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide] (0.56 to 1.1 kg ai/ha), or the insecticides, malathion [diethyl(dimethoxyphosphinothioylthio)succinate] (0.56 kg ai/ha) and carbofuran (2,3-dihydro-2,2-dimethyl-7-benzofuranyl methylcarbamate), (0.56 kg ai/ha) could be applied with CGA from a single tank mixture (33-34). ... 

SYNS N-METHYL-N-NITROSO-N -PHENYLUREA METHYLPHENYLNITROSOUREA N-METHYL-N -PHENYL-N-NITROSOUREA MPNU NTTROSO-METHYLPHENYLUREA 3-PHENYL-1-METHYL-1-NITROSOHARNSTOFF (GERMAN)... 

Oa N)2C3Hjj, N(NQj ).CO.NH.CH2 -CCNO mw 434.19, N25.81% OB to CC3b-29-5% ctysts, sp gt 1 78, mp 110° bp ignites at above 410°. Can be prepd by nitrating N-Trinitroethyl-N -phenylurea with mixed nitric-sulfuric acid (Ref 2). It is an expl with sensitivity to impact about that of Teciyl. 

Certain nitriles react with the sodium salt of carbomethoxysulfamoyl chloride to afford 6-substituted 2-methoxy-1,4,3,5-oxathiadiazine dioxides 65, whereas A -chlorosulfonyl-N -methyl-N -phenylurea with an excess of... 

Chlorophenyl)melhyl)-N-cyclopentyl-N -phenylurea EINECS 266-096-3 EPA Pesticide Chemical Code 128823 Monceren NTN 19701 Pencycuron, Urea, N-((4-chlorophenyl)methyl)-N-cyclopentyl-N -phenyl-. Non-systemic fungicide used fro control of Rhizoctonia and Pellicularia spp. in potatoes, rice, cotton and vegetables. In... 

Figure 4. Benson plotter representation of interaction maps between a proton and DCMU (N-phenylureas), an s-triazine [2-chloro-4,6-bis(methylamino)-s-triazine], and an acylanilide [F -(3,4-...

Phenylisocyanate (IV) was then added to a solution of (III) in toluene, furnishing N-4-chlorobenzyl-N-cyclopentyl-N -phenylurea (pencycuron) as a white solid (mp 129-134 °C). 

I 35 The Unique Role of Halogen Substituents in the Design of Modern Crop Protection Compounds Table 35.7 Halogenated N-benzoyl-N -phenylureas (BPUs) (34-44) (see Fig. 35.10 for basic structure). 

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