Benzoic acid, 2-[(1-butyl-2-methyl-1H-indol-3-yl)carbonyl]- → HCID 20523562, compound

HRID 1703214Notes

Reaction equation

HRID 1703214 reaction equation
[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]([C:16]2[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=2[C:18]([OH:20])=[O:19])=O)=[C:6]1[CH3:25])[CH2:2][CH2:3][CH3:4].[CH2:26]([N:28]([CH2:40][CH3:41])[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([N:35]([CH2:38][CH3:39])[CH2:36][CH3:37])[CH:30]=1)[CH3:27]>>[CH2:36]([N:35]([CH2:38][CH3:39])[C:31]1[CH:30]=[C:29]([N:28]([CH2:26][CH3:27])[CH2:40][CH3:41])[CH:34]=[CH:33][C:32]=1[C:14]1([C:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]=2[CH3:25])[C:16]2[C:17](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:18](=[O:20])[O:19]1)[CH3:37]

Participants

3

Reactant 2

HCID 105559Benzoic acid, 2-[(1-butyl-2-methyl-1H-indol-3-yl)carbonyl]-HCID 19382815N~1~,N~1~,N~3~,N~3~-Tetraethylbenzene-1,3-diamine

Product 1

HCID 20523562HCID 20523562, compound

Procedure

In a manner similar to that described in part B above, 3.35 g (0.01 mole) of 2-[(1-n-butyl-2-methyl-3-indolyl)carbonyl]benzoic acid and 2.42 g (0.011 mole) of N,N,N',N'-tetraethyl-m-phenylenediamine were interacted to obtain 3-[2,4-bis(diethylamino)phenyl]-3-(1-n-butyl-2-methyl-3-indolyl)phthalide (Formula III: R0 =R1 =R2 =R3 =Y1 =H; R=CH2CH3 ; R4 =N(CH2CH3)2 ; R5 =CH3 ; R6 =(CH2)3CH3), as tan-colored crystals which melted at 78°-80° C. A toluene solution of the product spotted on silica gel developed an intense blue-black-colored image.

Sources & evidence

ORD record
ord-fa45f0ed86414a5ca2491feb8a309f69
Source dataset
uspto-grants-1982_09
Patent number
US04351768

Reaction notes

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