4-[2-Chloro-4-(4-chlorophenoxy)phenyl]-1,3-thiazol-2-amine → 4-Bromo-5-chloro-N-{4-[2-chloro-4-(4-chlorophenoxy)phenyl]-1,3-thiazol-2-yl}-2-thiophenesulfonamide

HRID 719366Notes

Reaction equation

HRID 719366 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:16]1[N:17]=[C:18]([NH2:21])[S:19][CH:20]=1.[Br:22][C:23]1[CH:24]=[C:25]([S:29](Cl)(=[O:31])=[O:30])[S:26][C:27]=1[Cl:28]>>[Br:22][C:23]1[CH:24]=[C:25]([S:29]([NH:21][C:18]2[S:19][CH:20]=[C:16]([C:3]3[CH:4]=[CH:5][C:6]([O:8][C:9]4[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=4)=[CH:7][C:2]=3[Cl:1])[N:17]=2)(=[O:31])=[O:30])[S:26][C:27]=1[Cl:28]

Participants

3

Reactant 2

HCID 14785764-[2-Chloro-4-(4-chlorophenoxy)phenyl]-1,3-thiazol-2-amineHCID 27972204-Bromo-5-chlorothiophene-2-sulfonyl chloride

Product 1

HCID 101888364-Bromo-5-chloro-N-{4-[2-chloro-4-(4-chlorophenoxy)phenyl]-1,3-thiazol-2-yl}-2-thiophenesulfonamide

Procedure

The title compound 4-[2-chloro-4-(4 -chlorophenoxy)phenyl]-1,3-thiazol-2-amine (91 mg) and 4-bromo-5-chlorothiophene-2-sulfonyl chloride (80 mg) as described in the synthetic METHOD B to give a white solid (44.4 mg) with purity >90%: MS (pos) m/z 595.3, 597.3, 599.3; MS (neg) m/z 593.2, 595.2, 597.2.

Sources & evidence

ORD record
ord-47978236d03548b7b77f663d5cde8b31
Source dataset
uspto-grants-2006_11
Patent number
US07132436B2

Reaction notes

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