1-methyl-1H-imidazole-4-sulfonyl chloride → HCID 87546885, compound

HRID 1435703Notes

Reaction equation

HRID 1435703 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[N:5]=[C:6]([NH:9][S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:14]=2[CH3:20])(=[O:12])=[O:11])[S:7][CH:8]=1.[CH3:21][N:22]1[CH:26]=[C:25]([S:27](Cl)(=[O:29])=[O:28])[N:24]=[CH:23]1>C(Cl)Cl>[Cl:19][C:15]1[C:14]([CH3:20])=[C:13]([S:10]([NH:9][C:6]2[S:7][CH:8]=[C:4]([CH2:3][CH2:2][NH:1][S:27]([C:25]3[N:24]=[CH:23][N:22]([CH3:21])[CH:26]=3)(=[O:29])=[O:28])[N:5]=2)(=[O:11])=[O:12])[CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 27368871-methyl-1H-imidazole-4-sulfonyl chlorideHCID 87546608HCID 87546608, compound

Product 1

HCID 87546885HCID 87546885, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of EXAMPLE 200A (200 mg, 0.60 mmol), 1-methylimidazole-4-sulphonyl chloride (109 mg, 0.60 mmol), TEA (61 mg, 0.60 mmol) in DCM (10 mL) was refluxed for 1 h. The reaction mixture was allowed to cool to room temperature and the solid was filtered off giving 161 mg (58%) of pure title compound: MS (Ionspray, [M+H]+) m/z 476; Anal. Calcd. (found) for C16H18ClN5O4S3: C, 40.4 (40.2) %; H, 3.8 (3.8)%; N, 14.7 (14.6)%.

Workup

  1. filtrationthe solid was filtered off

Sources & evidence

ORD record
ord-5409d9702cd146119e106ae4c24954fc
Source dataset
uspto-grants-2009_11
Patent number
US07618961B2

Reaction notes

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