N-(4-(2-Amino-1,3-thiazol-4-yl)phenyl)acetamide → N-[4-(2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-1,3-thiazol-4-yl)phenyl]acetamide

HRID 719323Notes

Reaction equation

HRID 719323 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:16])[CH3:15])=[CH:9][CH:8]=2)[N:6]=1.[Cl:17][C:18]1[C:19]([CH3:28])=[C:20]([S:24](Cl)(=[O:26])=[O:25])[CH:21]=[CH:22][CH:23]=1>>[Cl:17][C:18]1[C:19]([CH3:28])=[C:20]([S:24]([NH:1][C:2]2[S:3][CH:4]=[C:5]([C:7]3[CH:8]=[CH:9][C:10]([NH:13][C:14](=[O:16])[CH3:15])=[CH:11][CH:12]=3)[N:6]=2)(=[O:26])=[O:25])[CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 519881N-(4-(2-Amino-1,3-thiazol-4-yl)phenyl)acetamideHCID 5227343-Chloro-2-methylbenzenesulfonyl chloride

Product 1

HCID 10180539N-[4-(2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-1,3-thiazol-4-yl)phenyl]acetamide

Procedure

The title compound was prepared N-[4-(2-amino-1,3-thiazol-4-yl)penyl]acetamide and 3-chloro-2-methylbenzenesulfonyl chloride as described in the synthetic METHOD B to give a white solid (16.1 mg) with purity >90%: MS (pos) m/z 422.1, (neg) m/z 420.3. HRMS m/z 421.0327 (calc. of monoisotopic mass for C18H16ClN3O3S2 gives 421.0322).

Sources & evidence

ORD record
ord-38311c9d0e8a409dbee187a76d6b9b2c
Source dataset
uspto-grants-2006_11
Patent number
US07132436B2

Reaction notes

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