4-t-Butylbenzenesulfonyl chloride → 4-tert-Butyl-N-[4-chloro-2-(1-methyl-[1,2,3]triazole-4-carbonyl)-phenyl]-benzenesulfonamide

HRID 29606Notes

Reaction equation

HRID 29606 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[N:12]=[N:13][N:14]([CH3:16])[CH:15]=1)=[O:10].[C:17]([C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1)([CH3:20])([CH3:19])[CH3:18]>N1C=CC=CC=1>[C:17]([C:21]1[CH:26]=[CH:25][C:24]([S:27]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=2[C:9]([C:11]2[N:12]=[N:13][N:14]([CH3:16])[CH:15]=2)=[O:10])(=[O:29])=[O:28])=[CH:23][CH:22]=1)([CH3:20])([CH3:18])[CH3:19]

Participants

4

Reactant 2

HCID 1398824-t-Butylbenzenesulfonyl chlorideHCID 59788730(2-Amino-5-chloro-phenyl)-(1-methyl-[1,2,3]triazol-4-yl)methanone

Product 1

HCID 597885664-tert-Butyl-N-[4-chloro-2-(1-methyl-[1,2,3]triazole-4-carbonyl)-phenyl]-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following the general procedure for synthesis of N-arylbenzenesulfonamides, 28 mg (0.12 mmol) of (2-Amino-5-chloro-phenyl)-(1-methyl-[1,2,3]triazol-4-yl) methanone and 56 mg (0.24 mmol) of 4-tert-butylphenylsulfonyl chloride were combined in 0.5 ml of anhydrous pyridine at 60° C. to give, after purification, the title product as a pale yellow solid: 1H NMR CD3OD δ (ppm): 1.21 (s, 9H), 4.25 (s, 3H), 7.38 (d, 2H), 7.53 (d, 2H), 7.54-7.63 (m, 2H), 8.11 (s, 1H), 8.22 (d, 1H); MS: (M+H)/z=433.1.

Workup

  1. customto give
  2. customafter purification

Sources & evidence

ORD record
ord-1a399e9b896443e7992264ea2e1b90b9
Source dataset
uspto-grants-2008_09
Patent number
US07420055B2

Reaction notes

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