Sodium amide → HCID 13037032, compound

HRID 647478Notes

Reaction equation

HRID 647478 reaction equation
[CH2:1]([N:8]1[CH2:14][CH2:13][C:12]2[N:15]=[CH:16][CH:17]=[N:18][C:11]=2[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2-:19].[Na+]>CN(C)C1C=CC=CC=1>[NH2:19][C:16]1[CH:17]=[N:18][C:11]2[CH2:10][CH2:9][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:14][CH2:13][C:12]=2[N:15]=1

Participants

4

Reactant 2

HCID 24533Sodium amideHCID 20436386HCID 20436386, compound

Product 1

HCID 13037032HCID 13037032, compound

Reagents, catalysts & solvents 1

HCID 949N,N-DimethylanilineSolvent

Conditions

Temperature
170 °C

Procedure

2.4 gm (0.01 mol) of 7-benzyl-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine were dissolved in 20 ml of dimethylaniline, 3.9 gm (0.1 mol) of sodium amide were added, and the mixture was heated for four hours at 170° C. Thereafter, the dimethylaniline was distilled off in a high vacuum, the residue was taken up in 4 N sodium hydroxide, and the solution was extracted with chloroform. The chloroform extract solution was dried and column-chromatographically purified on silicagel with methanol/methylene chloride (3:1) as the mobile phase.

Workup

  1. distillationThereafter, the dimethylaniline was distilled off in a high vacuum
  2. extractionthe solution was extracted with chloroform
  3. extractionThe chloroform extract solution
  4. customwas dried
  5. customcolumn-chromatographically purified on silicagel with methanol/methylene chloride (3:1) as the mobile phase

Sources & evidence

ORD record
ord-1831ee88623540519f8bb69dbde32ce7
Source dataset
uspto-grants-1983_10
Patent number
US04409220

Reaction notes

Loading…