Methylamine → HCID 22135216, compound

HRID 1826693Notes

Reaction equation

HRID 1826693 reaction equation
[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[C:18]([CH3:25])[CH:17]=2)=[N:4][N:3]1[C:26]([OH:28])=O.[N-:29]1C=CN=[CH:30]1.CN>ClCCl>[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[C:18]([CH3:25])[CH:17]=2)=[N:4][N:3]1[C:26](=[O:28])[NH:29][CH3:30]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 86760089HCID 86760089, compound

Product 1

HCID 22135216HCID 22135216, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2.17 g (5.0 millimoles) of (±)-7,8-dihydro-8-methyl-5-(3-methyl-4-nitro-phenyl)-9H-1,3dioxolo[4,5-h][2,3]benzodiazepine-7-carboxylic acid-imidazolide, 75 ml of dichloro methane and 15 ml of a 33% ethanolic methyl amine solution is stirred for 3 hours. The reaction mixture is evaporated in vacuo and the residue is suspended in 75 ml of water. The crude product is filtered off, washed with 25 ml of water, dried and recrystallized from 25 ml of ethanol. Thus 1.68 g of the desired compound are obtained, yield 85%, mp.: 221–229° C.

Workup

  1. customThe reaction mixture is evaporated in vacuo
  2. filtrationThe crude product is filtered off
  3. washwashed with 25 ml of water
  4. customdried
  5. customrecrystallized from 25 ml of ethanol

Sources & evidence

ORD record
ord-5a8cbc7452b643909f938c4894855ce1
Source dataset
uspto-grants-2006_05
Patent number
US07053082B1

Reaction notes

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