Benzenesulfonyl chloride → HCID 86620407, compound

HRID 252731Notes

Reaction equation

HRID 252731 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[S:22][C:21]([NH:23][C:24](=[O:26])[CH3:25])=[N:20][C:19]=2[CH3:27])=[N:16][CH:17]=1>N1C=CC=CC=1>[CH3:27][C:19]1[N:20]=[C:21]([NH:23][C:24](=[O:26])[CH3:25])[S:22][C:18]=1[C:15]1[CH:14]=[CH:13][C:12]([NH:11][S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:9])=[O:8])=[CH:17][N:16]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 86244444HCID 86244444, compound

Product 1

HCID 86620407HCID 86620407, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Benzenesulfonyl chloride (0.062 mL) was added to a stirred mixture of N-[5-(5-aminopyridin-2-yl)-4-methyl-1,3-thiazol-2-yl]acetamide (100 mg) and pyridine (1 mL) and the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was evaporated and the residue was triturated under methanol. The resultant precipitate was filtered off, washed in turn with methanol and diethyl ether and dried. There was thus obtained the title compound (85 mg); 1H NMR Spectrum: (DMSOd6) 2.13 (s, 3H), 2.47 (s, 3H), 7.55-7.65 (m, 5H), 7.80 (m, 2H), 8.26 (m, 1H), 10.58 (s, 1H), 12.05 (s, 1H); Mass Spectrum: M+H+ 389.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue was triturated under methanol
  3. filtrationThe resultant precipitate was filtered off
  4. washwashed in turn with methanol and diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-a529e6b1bbf54fd2ae13906b404d553a
Source dataset
uspto-grants-2011_01
Patent number
US07868188B2

Reaction notes

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