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

HRID 711681

Reaction equation

HRID 711681 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[C:4]#[N:5].[S:11](Cl)(=[O:14])(=[O:13])[NH2:12]>CC(N(C)C)=O>[C:4]([C:3]1[CH:6]=[C:7]([F:10])[CH:8]=[CH:9][C:2]=1[NH:1][S:11]([NH2:12])(=[O:14])=[O:13])#[N:5]

Participants

4

Reactant 2

HCID 24499Chlorosulfamic acidHCID 27377042-Amino-5-fluorobenzonitrile

Product 1

HCID 67401076N-(2-cyano-4-fluorophenyl)sulfamide

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A solution of 2-amino-5-fluorobenzonitrile (136 mg, 1 mmol) and sulfamoyl chloride (114 mg, 1 mmol) in DMA (2 mL) was stirred at room temperature for 2 hours. The reaction was purified by Varian HPLC (10% Acetonitrile/Water) to give N-(2-Cyano-4-fluorophenyl)sulfamide as a pale-white solid. 1H NMR (400 MHz, DMSO-d6) 7.18 (m, 2H), 7.56-7.60 (dd J=8.8 Hz, 2.8 Hz 2H), 9.44 (s, 1H).

Workup

  1. customThe reaction was purified by Varian HPLC (10% Acetonitrile/Water)

Sources & evidence

ORD record
ord-ac7bd464a6ee4922acb1f57993d32412
Source dataset
uspto-grants-2015_11
Patent number
US09181276B2

Linked notes

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