Dimethylamine → HCID 67128887, compound

HRID 449923

Reaction equation

HRID 449923 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11](O)=[O:12])[CH:8]=[C:7]([Cl:14])[C:3]=1[C:4]([OH:6])=[O:5].C1N=[CH:18][N:17](C(N2C=NC=C2)=O)[CH:16]=1.CNC>ClC1CC(C(C)C)CCC1(Cl)C>[Cl:1][C:2]1[CH:10]=[C:9]([C:11](=[O:12])[N:17]([CH3:18])[CH3:16])[CH:8]=[C:7]([Cl:14])[C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 39047Benzenedicarboxylic acid, dichloro-HCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 67128887HCID 67128887, compound

Reagents, catalysts & solvents 1

HCID 21946423DichloromenthaneSolvent

Procedure

To a solution of 2,6-dichloroterephthalic acid (100 mg, 0.46 mmol) in dichloromenthane was added CDI (62 mg, 0.46 mmol) in one portion. The reaction mixture was stirred at room temperature for 1.5 hours and then dimethyl amine (1.0 M in THF, 2 mL, 2.0 mmol) was added. The reaction was concentrated under reduced pressure to give the crude 2,6-dichloro-4-(dimethylcarbamoyl)benzoic acid, which was used in the next step without further purification. 1H NMR (500 MHz, DMSO-d6): δ 14.35 (s, 1H), 7.56 (s, 2H), 2.97 (s, 3H), 2.89 (s, 3H).

Workup

  1. concentrationThe reaction was concentrated under reduced pressure

Sources & evidence

ORD record
ord-763c3c867a3e45b58807a5388d5794a5
Source dataset
uspto-grants-2013_07
Patent number
US08486950B2

Linked notes

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