3-(Dimethylamino)benzoic acid → HCID 20147763, compound

HRID 1982299Notes

Reaction equation

HRID 1982299 reaction equation
[CH2:1]([O:5][C:6]1[CH:13]=[C:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH:11]=[CH:10][C:7]=1[CH:8]=[O:9])[CH2:2][CH2:3][CH3:4].[CH3:19][N:20]([CH3:30])[C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=1)[C:24](O)=[O:25]>C(OC(=O)C)(=O)C>[CH2:1]([O:5][C:6]1[CH:13]=[C:12]([N:14]([CH2:15][CH3:16])[CH2:17][CH3:18])[CH:11]=[CH:10][C:7]=1[CH:8]1[C:27]2[C:23](=[CH:22][C:21]([N:20]([CH3:30])[CH3:19])=[CH:29][CH:28]=2)[C:24](=[O:25])[O:9]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 668373-(Dimethylamino)benzoic acidHCID 201477692-Butoxy-4-(diethylamino)benzaldehyde

Product 1

HCID 20147763HCID 20147763, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Employing a procedure similar to that described in Example 1, part A above, 13.3 g of 2-butoxy-4-diethylaminobenzaldehyde and 9.7 g of m-dimethylaminobenzoic acid were refluxed in acetic anhydride to obtain 3-(2-butoxy-4-diethylaminophenyl)-6-dimethylaminophthalide (Formula I: R=CH3 ; X=Z=H; Y=2-C4H9O-4-(C2H5)2NC6H3) as a tarry residue.

Sources & evidence

ORD record
ord-97ff23a1965e4e98a2e46e18280b7d2a
Source dataset
uspto-grants-1986_06
Patent number
US04595768

Reaction notes

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