Bis-ureide

Alkohole und Amine addieren sich an die Phosphonsaure-bis-[isothiocyanat] bzw. -bis-[isocyanat] in Diethylether bei 0-20°, wobei die entsprechenden Phosphonsaure-bis-ureide, -bis-[alkoxycarbonylamide], -bis-[thioureide] sowie -bis-[alko-xy-thiocarbonylamide] in hohen Ausbeuten gewonnen werden650- 652. Phosphonsaure-dialkylamid-isocyanate sind aus Phosphonsaure-chlorid-dial-kylamiden und Natriumcyanat zuganglich653 ... 

An MS investigation of the three-component base-mediated Biginelli synthesis of dihydropyrimidines has found evidence for a hemiacetal intermediate (117), but no sign of a bis-ureide (118). ° A prolinamide gives up to 99% ee in Biginelli cyclocondensations of urea, aldehyde, and ethyl acetoacetate. ... 

However, the authors prepared the bis-ureide 28 under acidic conditions to carry out the additional experiments, and subsequently, this isolated bis-ureide was reacted with different substrates under basic conditions to form the Biginelli product. This ambiguous proof with no details concerning the formation of bis-ureide 28 under basic conditions promoted an additional MS spectrometry study reported by Santhosh and coworkers [40] in order to clarify if other plausible pathways were able for this base-catalyzed Biginelli reaction. However, the authors were not able to find, under the same reaction conditions, the peak for the corresponding bis-ureide intermediate 28 proposed by Ji and cowoikers [39c]. 

Phosphorsaure- am id-diureide werdenaus Phosphorsaure-amid-bis-[isocyanaten]953,9S4 mit Aminen erhalten. Symmetrische Phosphorsaure-triureidelassen sich aus Phosphor-saure-triisocyanat und Amin herstellen z.B. Phosphorsaure-tris-[N3-aziridinyl-ureid] (Schmp. 285-287° Zere.)950. 

Thiophosphorsdure-bis- [dimethylamid]- [V -(3,4-dichlor-phenyl)-Nelhyl-ureid]M 79°/0... 

Methan- -acylamid-dichlorid E2, 477 Methan- -acylimid-diester E2, 480 Methan- -alkoxycarbonylamid-phenylester E2, 404 Methan- -alkylester-succinimid E2, 405 Methan- -(3-alkyl-ureid)-phenylester E2, 404 Methan- -amid-ethylester E2, 343, 344 Methan- -amid-fluorid E2, 339 Methan- -Anhydrid XII/1, 608 E2, 317 Methan- -anilid-methylcstcr XII/I, 532 Methan- -azid-chlorid E2, 341, 343 Methan- -(2-benzoyl-hydrazid) E2, 325 Methan- -bis-[2-chlor-ethylesler] XII/1, 426 Methan- -bis-fdimethylamid] E2,332, 417... 

Oalkylester-bis-[methoxycarbonylamid] E2, 764 -0-alkvlester-bis-[3-phenyl-ureid] E2, 764 -S-alkylester-0,0-di-tert,-butylester E2, 495 -S-alkylester-dichloride... 

Anticrease treatments consist in the controlled functionalization and crosslinking of the protcic or cellulosic macromolecules of fibers. This topic has been already discussed (Sec. A.2, Chap. Ill, C.2, and Fig. 179, Chap. IV), but a very accurate study" of N,N -bis-methylol ureides (594 and 595), which stresses the importance of a well-balanced hydrophilic power among these additives, is worth mentioning. The appropriate choice of either of the above products, or the use of a mixture of both, in fact permits a. satisfactory optimization of the results. 

The Russians have been q>loring reactions between bis(trifluoromethyl)keten and carboxylic and sulphonic amides. Such additions proceed straightforwardly and lead to hexahuoroisobutyiylamide derivatives. Urea and sulpham may be used in the same way the derived ureides and sulpham bis-amides decompose thermally to 2/f-hexafluoroisobutyromtrile, which is also obtained by P2O5-dehydration of the keten-ammonia adduct. (For these and other additions to the keten see Scheme 52.)... 

Paulus, W. and Genth, H., 1980. N-Aryl-N -acryloyl-ureides, synthesis and application as microbicides. EP 0023 976 BI. 

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