5-Bromo-2-nitrothiophene-3-carboxamide → 2-Amino-5-[4-(1,1-dioxidothiomorpholin-4-yl)phenyl]thiophene-3-carboxamide

HRID 385730Notes

Reaction equation

HRID 385730 reaction equation
[O:1]=[S:2]1(=[O:25])[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[S:18][C:17]([N+:19]([O-])=O)=[C:16]([C:22]([NH2:24])=[O:23])[CH:15]=3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.BrC1SC([N+]([O-])=O)=C(C(N)=O)C=1>>[NH2:19][C:17]1[S:18][C:14]([C:11]2[CH:10]=[CH:9][C:8]([N:5]3[CH2:4][CH2:3][S:2](=[O:25])(=[O:1])[CH2:7][CH2:6]3)=[CH:13][CH:12]=2)=[CH:15][C:16]=1[C:22]([NH2:24])=[O:23]

Participants

3

Reactant 2

HCID 534029485-Bromo-2-nitrothiophene-3-carboxamideHCID 595262725-[4-(1,1-Dioxidothiomorpholin-4-yl)phenyl]-2-nitrothiophene-3-carboxamide

Product 1

HCID 595255972-Amino-5-[4-(1,1-dioxidothiomorpholin-4-yl)phenyl]thiophene-3-carboxamide

Procedure

The title compound was prepared from 5-[4-(1,1-dioxidothiomorpholin-4-yl)phenyl]-2-nitrothiophene-3-carboxamide (366 mg, 0.96 mmol) according to the general procedure described in Intermediate 10 Step 6 (nitro reduction method A).

Sources & evidence

ORD record
ord-f1c04a1cf5e04d23b48399107da6d740
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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