2-Bromo-5-nitrothiazole → HCID 178526846, compound

HRID 1422026Notes

Reaction equation

HRID 1422026 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[N:10][C:11](=[S:13])[N:12]=2)=[CH:4][CH:3]=1.[Na].Br[C:16]1[S:17][C:18]([N+:21]([O-:23])=[O:22])=[CH:19][N:20]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[C:11]([S:13][C:16]3[S:17][C:18]([N+:21]([O-:23])=[O:22])=[CH:19][N:20]=3)[NH:10][N:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 182112-Bromo-5-nitrothiazoleHCID 5360545SodiumHCID 22132825HCID 22132825, compound2×

Product 1

HCID 178526846HCID 178526846, compound

Procedure

The title compound was prepared in the manner described in Example 108. Substituting 4-chlorobenzoyl chloride for the benzoyl chloride in Example 108 gave 4-chlorobenzoyl thiosemicarbazide and then 3-(4-chlorophenyl)-1,2,4-triazole-5-thione. Reaction of 2.34 g of the sodium salt of 3-(4-chlorophenyl)-1,2,4-triazole-5-thione with 2.09 g of 2-bromo-5-nitrothiazole as in Example 108 yielded 1.5 g of 3-(4-chlorophenyl)-5-[(5-nitrothiazol-2-yl)mercapto]-1,2,4-triazole as tan crystals, MP 181-184° C. 6.112. Example 112

Sources & evidence

ORD record
ord-55a5bd3585c14be4bc5a082ecd129319
Source dataset
uspto-grants-2000_06
Patent number
US06080772

Reaction notes

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