1,1-Dimethoxyethyl(dimethyl)amine → 2-Chloro N-(1-dimethylaminoethylidene)-terephthalamic acid methyl ester

HRID 1978202Notes

Reaction equation

HRID 1978202 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH2:10])=[O:9])=[CH:6][C:5]=1[Cl:13].CO[C:17](OC)([N:19]([CH3:21])[CH3:20])[CH3:18]>>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:12]=[CH:11][C:7]([C:8]([N:10]=[C:17]([N:19]([CH3:21])[CH3:20])[CH3:18])=[O:9])=[CH:6][C:5]=1[Cl:13]

Participants

3

Reactant 2

HCID 878351,1-Dimethoxyethyl(dimethyl)amineHCID 53785786Methyl 4-carbamoyl-2-chlorobenzoate

Product 1

HCID 542321062-Chloro N-(1-dimethylaminoethylidene)-terephthalamic acid methyl ester

Conditions

Temperature
90 °C

Procedure

A mixture of 2-chloro-terephthalamic acid methyl ester of Step A (1.02 g, 4.8 mmol) and N,N-dimethylacetamide dimethyl acetal (3.5 mL, 23.9 mmol) was heated at 90° C. for 30 minutes under nitrogen. The solution was cooled, and excess reagent was removed under high vacuum to provide a brown oil which was used as such in the next step.

Workup

  1. temperatureThe solution was cooled
  2. customexcess reagent was removed under high vacuum
  3. customto provide a brown oil which

Sources & evidence

ORD record
ord-e9d001a94f804142b2d4e4042e842e24
Source dataset
uspto-grants-2001_05
Patent number
US06235900B1

Reaction notes

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