Acetic Anhydride → Methyl 4-{acetyl [2-(dimethylamino) ethyl]amino}benzoate

HRID 1643315Notes

Reaction equation

HRID 1643315 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][N:9]([CH3:23])[CH2:10][CH2:11][NH:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1.C(N(CC)CC)C>C(Cl)Cl>[C:1]([N:12]([CH2:11][CH2:10][N:9]([CH3:8])[CH3:23])[C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 57440398Methyl 4-{[2-(dimethylamino)ethyl]amino}benzoate

Product 1

HCID 57857129Methyl 4-{acetyl [2-(dimethylamino) ethyl]amino}benzoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (0.170 ml, 1.800 mmol) was added to methyl 4-{[2-(dimethylamino)ethyl]amino}benzoate (0.2 g, 0.900 mmol) stirred in triethylamine (0.502 ml, 3.60 mmol) and CH2Cl2 (2 ml). The mixture was stirred at room temperature for 2 h and then concentrated. The product was used without further purification. MS: cal'd 265 (MH+), exp 265 (MH+).

Workup

  1. concentrationconcentrated
  2. customThe product was used without further purification

Sources & evidence

ORD record
ord-201b438006de40209eeb4edb7a457e1d
Source dataset
uspto-grants-2012_02
Patent number
US08119685B2

Reaction notes

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