2-[4-(Dimethylamino)benzoyl]benzoic acid → HCID 20341667, compound

HRID 2050113Notes

Reaction equation

HRID 2050113 reaction equation
[CH3:1][N:2]([CH3:20])[C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([OH:13])=[O:12])=O)=[CH:5][CH:4]=1.[NH:21]([C:28]1[CH:37]=[CH:36][CH:35]=[CH:34][C:29]=1[C:30]([O:32][CH3:33])=[O:31])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH3:20][N:2]([CH3:1])[C:3]1[CH:4]=[CH:5][C:6]([C:7]2([N:21]([C:28]3[CH:37]=[CH:36][CH:35]=[CH:34][C:29]=3[C:30]([O:32][CH3:33])=[O:31])[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:9]3[C:10](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:11](=[O:12])[O:13]2)=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 889372-[4-(Dimethylamino)benzoyl]benzoic acidHCID 607074Methyl 2-anilinobenzoate

Product 1

HCID 20341667HCID 20341667, compoundYield 28.1%

Procedure

Following a procedure similar to that described in Example 4 but employing 2.6 g of 2-[4-(dimethylamino)benzoyl]benzoic acid and 2.3 g of methyl 2-anilinobenzoate there was obtained 1.3 g of 3-[4-(dimethylamino)phenyl]-3-{[2-(methoxycarbonyl)phenyl]phenylamino}phthalide, m.p. 92.5°-102° C. A toluene solution of the product contacted with acidic clay developed a yellow-colored image.

Sources & evidence

ORD record
ord-3b9b3d2293fd4a838a88b8588448bd5f
Source dataset
uspto-grants-1980_04
Patent number
US04200313

Reaction notes

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