Dimethylsulphamoyl chloride → HCID 23508570, compound

HRID 1883664Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:17]#[N:18])=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[CH3:19][N:20]([CH3:25])[S:21](Cl)(=[O:23])=[O:22]>>[CH3:19][N:20]([CH3:25])[S:21](=[O:23])(=[O:22])[O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:9]=2[C:17]#[N:18])=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 83372Dimethylsulphamoyl chloride

HCID 23508482HCID 23508482, compound

Product 1

HCID 23508570HCID 23508570, compound

Procedure

The procedure of Example 88 was repeated, except that 120 mg of 4′-hydroxy-4-nitro-2-biphenylcarbonitrile was used in place of N-(4′-hydroxybiphenyl-4-yl)methanesulfonamide, and 0.430 ml of N,N-dimethylsulfamoyl chloride was used in place of sulfamoyl chloride. The resulting crude product was purified by TLC (using a 16:1 mixture of chloroform and acetone as the developing solvent) to obtain 97 mg of 2′-cyano-4′-nitrobiphenyl-4-yl N,N-dimethylsulfamate.

Workup

customThe resulting crude product was purified by TLC (
additiona 16:1 mixture of chloroform and acetone as the developing solvent)

Sources & evidence

ORD record: ord-085cdd0998a943cfb0001fcd5189b682
Source dataset: uspto-grants-2004_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06762205B1

Reaction notes

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