Benzoic acid, 2-mercapto-, methyl ester → HCID 135997745, compound

HRID 991003Notes

Reaction equation

HRID 991003 reaction equation
[C:1]([O:10]C)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].[N+:12]([C:15]1[CH:24]=[CH:23][C:18]([C:19](=[O:22])[CH2:20]Br)=[CH:17][CH:16]=1)([O-:14])=[O:13].C[O-].[Na+]>C(O)C>[N+:12]([C:15]1[CH:16]=[CH:17][C:18]([C:19]([C:20]2[S:4][C:3]3[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=3[C:1]=2[OH:10])=[O:22])=[CH:23][CH:24]=1)([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 668402-Bromo-4'-nitroacetophenoneHCID 10942334Sodium Methoxide

Product 1

HCID 135997745HCID 135997745, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a similar manner to Example 58, a mixture of methyl thiosalicylate (2.76 g), 4-nitrophenacyl bromide (4.0 g), sodium methoxide (1.94 g) and ethanol (200 ml) gave 2-(4-nitrobenzoyl)-3-hydroxybenzo[b]thiophene of which 2.25 g was reacted with hydrazine hydrate (6 ml) in a similar manner to Example 58, to give 3-(4-aminophenyl)-1H-[1]benzothieno[3,2-c]pyrazole, m.p. 113-115° C.

Sources & evidence

ORD record
ord-d578128472b84a8fa828366b4db31933
Source dataset
uspto-grants-2002_10
Patent number
US06462036B1

Reaction notes

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