Chlorosulfamic acid → N-(2-cyano-4-chlorophenyl)sulfamide

HRID 471543Notes

Reaction equation

[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:3]=1[C:4]#[N:5].[S:11](Cl)(=[O:14])(=[O:13])[NH2:12]>>[C:4]([C:3]1[CH:6]=[C:7]([Cl:10])[CH:8]=[CH:9][C:2]=1[NH:1][S:11]([NH2:12])(=[O:14])=[O:13])#[N:5]

Participants

Reactant 2

HCID 24499Chlorosulfamic acid

HCID 800192-Amino-5-chlorobenzonitrile

Product 1

HCID 67399964N-(2-cyano-4-chlorophenyl)sulfamide

Procedure

Prepared as in Example 77a from 2-amino-5-chlorobenzonitrile and sulfamoyl chloride. 1H NMR (400 MHz, DMSO-d6) 7.3 (S, 2H), 7.54-7.56 (d J=9.2 Hz, 1H). 7.74-7.77 (dd J=8.4 Hz, 2 Hz, 1H), 9.67 (s, 1H).

Sources & evidence

ORD record: ord-5bd5469e015d4e3a933143f090f23d91
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08633186B2

Reaction notes

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