Dimethylamine → HCID 12813991, compound

HRID 1579155Notes

Reaction equation

HRID 1579155 reaction equation
[CH2:1]([S:3][C:4]1[CH:32]=[CH:31][C:7]2[N:8]([CH3:30])[C:9]3[CH:29]=[CH:28][CH:27]=[CH:26][C:10]=3[CH:11]=[C:12]([CH2:13][C:14]([O:16]C3C=CC([N+]([O-])=O)=CC=3)=O)[C:6]=2[CH:5]=1)[CH3:2].[CH3:33][NH:34][CH3:35].O>C(Cl)(Cl)Cl>[CH2:1]([S:3][C:4]1[CH:32]=[CH:31][C:7]2[N:8]([CH3:30])[C:9]3[CH:29]=[CH:28][CH:27]=[CH:26][C:10]=3[CH:11]=[C:12]([CH2:13][C:14](=[O:16])[N:34]([CH3:35])[CH3:33])[C:6]=2[CH:5]=1)[CH3:2]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 962WaterHCID 12813990HCID 12813990, compound

Product 1

HCID 12813991HCID 12813991, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A mixture of 11.35 g of 2-ethylthio-5-methyl-11-(p-nitrophenoxycarbonyl)methyl [5H] dibenzo (b,f) azepine in 45 ml of chloroform was stirred until dissolution occured and a solution of 12 ml of dimethylamine in 45 ml of chloroform was added dropwise thereto in 10 minutes. The mixture was stirred for 1 hour at room temperature and then was poured into 250 ml of ice and water. The organic phase was recovered by decanting and was washed with water, dried over magnesium sulfate and distilled to dryness under reduced pressure to obtain 9 g of 2-ethylthio-5-methyl-11-dimethylcarbamoylmethyl [5H] dibenzo (b,f) azepine which was used as is for the next step. The product occured as a yellow oil soluble in chloroform, ethanol and ethyl acetate and insoluble in water.

Workup

  1. stirringThe mixture was stirred for 1 hour at room temperature
  2. customThe organic phase was recovered
  3. customby decanting
  4. washwas washed with water
  5. dry with materialdried over magnesium sulfate
  6. distillationdistilled to dryness under reduced pressure

Sources & evidence

ORD record
ord-2fa8921ec5654c1f82727f35e50fa888
Source dataset
uspto-grants-1976_01
Patent number
US03931151

Reaction notes

Loading…