3-Amino-4-benzoyl-5-[(prop-2-en-1-yl)sulfanyl]benzoic acid → HCID 12409660, compound

HRID 1729789Notes

Reaction equation

HRID 1729789 reaction equation
[NH2:1][C:2]1[C:3]([C:19](=[O:26])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:4]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[NH2:27][C:28]1[C:29]([C:44](=[O:51])[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)=[C:30]([CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:31]=[C:32]([CH:36]=1)[C:33]([OH:35])=[S:34].[CH2:52]([S:55][C:56]1[CH:57]=[C:58]([CH:62]=[C:63]([NH2:73])[C:64]=1[C:65](=[O:72])[C:66]1[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=1)[C:59]([OH:61])=[O:60])[CH:53]=[CH2:54]>>[C:33]([NH:1][C:2]1[C:3]([C:19](=[O:26])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:4]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8])(=[O:35])[CH3:32].[C:59]([NH:27][C:28]1[C:29]([C:44](=[O:51])[C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=2)=[C:30]([CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:31]=[C:32]([CH:36]=1)[C:33]([OH:35])=[S:34])(=[O:60])[CH3:58].[C:7]([NH:73][C:63]1[C:64]([C:65](=[O:72])[C:66]2[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=2)=[C:56]([S:55][CH2:52][CH:53]=[CH2:54])[CH:57]=[C:58]([CH:62]=1)[C:59]([OH:61])=[O:60])(=[O:8])[CH3:6]

Participants

6

Reactant 3

HCID 124087873-Amino-4-benzoyl-5-[(prop-2-en-1-yl)sulfanyl]benzoic acidHCID 12409655HCID 12409655, compoundHCID 178507795HCID 178507795, compound

Product 3

HCID 12409660HCID 12409660, compoundHCID 21501395HCID 21501395, compoundHCID 178474277HCID 178474277, compound

Procedure

By following the procedure described in Example 13, but replacing the 5-amino-4-benzoyl-3-n-butoxybenzoic acid with 5-amino-4-benzoyl-3-benzyloxybenzoic acid, 5-amino-4-benzoyl-3-benzylthiobenzoic acid, 3-allylthio-5-amino-4-benzoylbenzoic acid and 5-amino-4-benzoyl-3-(2-phenethyl)- benzoic acid respectively, 5-acetamido-4-benzoyl-3-benzyloxybenzoic acid, 5-acetamido-4-benzoyl-3-benzylthiobenzoic acid, 5-acetamido-3-allylthio-4-benzoylbenzoic acid and 5-acetamido-4-benzoyl-3-(2-phenethyl) benzoic acid are obtained with melting points of 222.5°-223.5° C, 197.5°-198.5° C, 210°-211° C and 183°-184° C respectively.

Sources & evidence

ORD record
ord-6b080e657306490181e7ea5eff310309
Source dataset
uspto-grants-1976_11
Patent number
US03989745

Reaction notes

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