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2-Methoxybenzoyl chloride → 2,4-Bis(2-methoxybenzamido)benzoic acid

HRID 1606650
Notes
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Reaction equation

HRID 1606650 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][CH:19]=[CH:18][C:4]=1[C:5]([NH:7][C:8]1[CH:16]=[C:15]([NH2:17])[CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11])=[O:6].[CH3:22][O:23][C:24]1[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=1[C:26](Cl)=[O:27]>>[CH3:1][O:2][C:3]1[CH:21]=[CH:20][CH:19]=[CH:18][C:4]=1[C:5]([NH:7][C:8]1[CH:16]=[C:15]([NH:17][C:26](=[O:27])[C:25]2[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=2[O:23][CH3:22])[CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11])=[O:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 889692-Methoxybenzoyl chlorideHCID 21544126HCID 21544126, compound

Product 1

HCID 130666522,4-Bis(2-methoxybenzamido)benzoic acid

Procedure

By the procedure similar to that described in Example 23, 2-(2'-methoxybenzamido)-4-aminobenzoic acid and 2-methoxybenzoylchloride were reacted and treated to obtain crude crystals. Recrystallization from aqueous alcohol gave 2,4-bis(2'-methoxybenzamido)-benzoic acid having a melting point between 232° - 233°C which was identical to that obtained in Example 10.

Workup

  1. customwere reacted
  2. additiontreated
  3. customto obtain crude crystals
  4. customRecrystallization from aqueous alcohol

Sources & evidence

ORD record
ord-417836d76dba41538231550f825b3c57
Source dataset
uspto-grants-1976_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03953496

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes