3-Benzyloxy-5-nitro-4-phenylbenzoic acid → 5-Amino-4-phenyl-3-(3-thenyloxy)benzoic acid

HRID 1605560Notes

Reaction equation

HRID 1605560 reaction equation
C(OC1C=C(C=C([N+]([O-])=O)C=1C1C=CC=CC=1)C(O)=O)C1C=CC=CC=1.[N+:27]([C:30]1[C:31]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)=[C:32]([O:39][CH2:40][C:41]2[CH:45]=[CH:44][S:43][CH:42]=2)[CH:33]=[C:34]([CH:38]=1)[C:35]([OH:37])=[O:36])([O-])=O>>[NH2:27][C:30]1[C:31]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)=[C:32]([O:39][CH2:40][C:41]2[CH:45]=[CH:44][S:43][CH:42]=2)[CH:33]=[C:34]([CH:38]=1)[C:35]([OH:37])=[O:36]

Participants

3

Reactant 2

HCID 215468443-Benzyloxy-5-nitro-4-phenylbenzoic acidHCID 215468995-Nitro-4-phenyl-3-(3-thenyloxy)benzoic acid

Product 1

HCID 215468845-Amino-4-phenyl-3-(3-thenyloxy)benzoic acid

Procedure

By replacing in Example 2, step D, 3-benzyloxy-5-nitro-4-phenylbenzoic acid with 5-nitro-4-phenyl-3-(3-thenyloxy)benzoic acid, and following the procedure described, 5-amino-4-phenyl-3-(3-thenyloxy)benzoic acid is obtained as a hemihydrate with a melting point of 139°-140° C.

Sources & evidence

ORD record
ord-f3e42d09119e48c5b7b0cb877c6ff712
Source dataset
uspto-grants-1976_04
Patent number
US03950380

Reaction notes

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