Dimethylamine → HCID 20348063, compound

HRID 1701083Notes

Reaction equation

HRID 1701083 reaction equation
[CH3:1][NH:2][CH3:3].[O:4]([C:11]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:12]=1[C:13](Cl)=[O:14])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>N1C=CC=CC=1>[CH3:1][N:2]([CH3:3])[C:13](=[O:14])[C:12]1[C:11]([O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[CH:19][CH:18]=[CH:17][C:16]=1[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 20348064HCID 20348064, compound

Product 1

HCID 20348063HCID 20348063, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

To 18 parts of pyridine which has been saturated with dry gaseous dimethylamine is added dropwise 1 part of 2,6-diphenoxybenzoyl chloride in 2 parts of pyridine. The resulting mixture is stirred for 30 minutes, concentrated under reduced pressure, and poured into 54 parts of water. The mixture is made acidic with concentrated hydrochloric acid, and the solid precipitate is collected, washed with water, dried, and recrystallized first from acetonitrile and then from 1-chlorobutane to give N,N dimethyl-2,6-diphenoxybenzamide, M.P. 109°-111°.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionpoured into 54 parts of water
  3. customthe solid precipitate is collected
  4. washwashed with water
  5. customdried
  6. customrecrystallized first from acetonitrile

Sources & evidence

ORD record
ord-bfb9ee2fc7db460aa5d01fb97172fefb
Source dataset
uspto-grants-1980_03
Patent number
US04191554

Reaction notes

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