3-Nitro-2-phenylthiophene → 2-Phenylthiophen-3-amine

HRID 1289082Notes

Reaction equation

HRID 1289082 reaction equation
[N+:1]([C:4]1[CH:8]=[CH:7][S:6][C:5]=1[C:9]1[CH:14]=[CH:13][C:12](Cl)=[CH:11][CH:10]=1)([O-])=O.[N+](C1C=CSC=1C1C=CC=CC=1)([O-])=O>>[NH2:1][C:4]1[CH:8]=[CH:7][S:6][C:5]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 189253963-Nitro-2-phenylthiopheneHCID 18925402HCID 18925402, compound

Product 1

HCID 189253952-Phenylthiophen-3-amineYield 81%

Procedure

The same procedures as described in Example 3 were carried out except that 3-nitro-2-(4-chlorophenyl)thiophene was replaced by 3-nitro-2-phenylthiophene. The yield was 81%. 1H-NMR(CDCl3, δ value):3.82(2H, brs), 6.66(1H, d, J=5.1), 7.12(1H, d, J=5.1), 7.22-7.29(1H, m), 7.42(2H, dt, J=1.5, 7.3), 7.52(2H, dd, J=1.5, 7.3)

Sources & evidence

ORD record
ord-76c78543a953450d946f163bb0b939a2
Source dataset
uspto-grants-1998_05
Patent number
US05747518

Reaction notes

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