4-Methyl-m-anisic acid → N1-(3-Methoxy-4-methylbenzoyl)-N2-(4-tert-butylbenzoyl)-1,2-benzenediamine

HRID 427623Notes

Reaction equation

HRID 427623 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:6]([OH:8])=O.[C:13]([C:17]1[CH:32]=[CH:31][C:20]([C:21]([NH:23][C:24]2[C:25]([NH2:30])=[CH:26][CH:27]=[CH:28][CH:29]=2)=[O:22])=[CH:19][CH:18]=1)([CH3:16])([CH3:15])[CH3:14]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:6]([NH:30][C:25]1[C:24]([NH:23][C:21](=[O:22])[C:20]2[CH:31]=[CH:32][C:17]([C:13]([CH3:15])([CH3:14])[CH3:16])=[CH:18][CH:19]=2)=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:8]

Participants

3

Reactant 2

HCID 815794-Methyl-m-anisic acidHCID 1133079N-(2-aminophenyl)-4-tert-butylbenzamide

Product 1

HCID 21352753N1-(3-Methoxy-4-methylbenzoyl)-N2-(4-tert-butylbenzoyl)-1,2-benzenediamineYield 28%

Procedure

Using the procedure described in Example 102, Part A, 3-methoxy-4-methylbenzoic acid (3.6 mmol) and N1-(4-tert-butylbenzoyl)-1,2-benzenediamine (1.8 mmol) yielded 210 mg (28%) of the title compound. MS-FD m/e 416.3 (M+). Anal. for C26H28N2O3: Calc: C, 74.98; H, 6.78; N, 6.73; Found: C, 69.00; H, 6.30; N, 5.91.

Sources & evidence

ORD record
ord-bf73a34bd2a14a73b206964170d6574a
Source dataset
uspto-grants-2001_11
Patent number
US06313122B1

Reaction notes

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