Water → HCID 13579690, compound

HRID 364072Notes

Reaction equation

HRID 364072 reaction equation
[CH3:1][O:2][C:3]1[C:18]([O:19][CH3:20])=[CH:17][C:6]2[CH2:7][C:8](=[O:16])[N:9]([CH2:12][CH2:13][CH2:14]Cl)[CH2:10][CH2:11][C:5]=2[CH:4]=1.[CH3:21][NH:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.O>C(Cl)Cl>[CH3:1][O:2][C:3]1[C:18]([O:19][CH3:20])=[CH:17][C:6]2[CH2:7][C:8](=[O:16])[N:9]([CH2:12][CH2:13][CH2:14][N:22]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH3:21])[CH2:10][CH2:11][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7669N-MethylbenzylamineHCID 130925103-(3-Chloropropyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

Product 1

HCID 13579690HCID 13579690, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

First 3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-1-chloropropane (60 g, 0.2 mol) is heated to 130° C. with N-methyl-benzylamine (65 g, 0.54 mol) for 1.5 hours. After cooling the mixture is distributed between water and methylene chloride. The organic phase is separated off, dried and evaporated. The residue is purified by chromatography on silica gel (eluant: methylene chloride/methanol=10:1). M.p. of the hydrochloride: 205°-208° C.

Workup

  1. temperatureAfter cooling the mixture
  2. customThe organic phase is separated off
  3. customdried
  4. customevaporated
  5. customThe residue is purified by chromatography on silica gel (eluant: methylene chloride/methanol=10:1)
  6. custom205°-208° C.

Sources & evidence

ORD record
ord-20b93cfcf908464d87b5b96c59457662
Source dataset
uspto-grants-1986_08
Patent number
US04604389

Reaction notes

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