Sulfamoyl azides chloride

Silver azidodithioformate, 0303 Sodium azidosulfate, 4759 Succinoyl diazide, 1438 Sulfamoyl azide, 4472 Sulfinyl azide, 4778 Sulfuryl azide chloride, 4031 Sulfuryl diazide, 4779... 

Succinoyl diazide, 1434 Sulfamoyl azide, 4466 Sulfinyl azide, 4772 Sulfuryl azide chloride, 4025 Sulfuryl diazide, 4773 Thallium(I) azidodithiocarbonate, 0540 4-Toluenesulfinyl azide, 2776 4-Toluenesulfonyl azide, 2777 Trifluoroacetyl azide, 0623... 

Triphenylphosphoranylidene)sulfamoyl chloride has been prepared by the reaction of triphenylphosphine imine with sulfuryl chloride, the reaction of dichlorotriphenylphosphorane with sulfamic acid in acetonitrile, and the reaction of triphenylphosphine with sulfuryl azide chloride. Of the three methods, the second is the best for the large-scale preparation of this compound because of the ready availability of high-purity starting materials and ease of isolation of the product. 

Then the 5-(4 -chloro-5 -sulfamoyl-2 -thenylamino)phenyltetrazole (MP 218°to 221 °C yield 37% of theory) is obtained by the reaction of 4-chloro-5-sulfamoyl-2-thenylaminobenzoni-trile (MP 170° to 174°C) with sodium azide and ammonium chloride. 

N 62.18% colorl solid mp 28—29°. Prepn is by reacting sulfamoyl chloride with Na azide in acetonitrile at RT for 24 hrs. After filtn of the by-product solids, the acetonitrile... 

Benzo derivative (46) was formed in 7% yield through intramolecular Friedel-Crafts acylation of an acyclic sulfamoyl chloride (Equation (15)) <920PP463>, while the benzo-2,1-thiazocine derivative (48) was formed in 30% yield through the intermecliacy of the sulfonyl nitrene, generated thermally from the corresponding sulfonyl azide, which underwent intramolecular insertion into an aromatic C—H bond (Equation (16)) <81CC1087>. 

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