Cyclopropylamine → HCID 69595735, compound

HRID 1826691Notes

Reaction equation

HRID 1826691 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](O)=[O:27].[N-]1C=CN=C1.[CH:34]1([NH2:37])[CH2:36][CH2:35]1>>[CH:34]1([NH:37][C:26]([N:3]2[CH:2]([CH3:1])[CH2:8][C:7]3[CH:9]=[C:10]4[O:15][CH2:14][O:13][C:11]4=[CH:12][C:6]=3[C:5]([C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[C:18]([CH3:25])[CH:17]=3)=[N:4]2)=[O:27])[CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 69828CyclopropylamineHCID 86760089HCID 86760089, compound

Product 1

HCID 69595735HCID 69595735, compoundYield 71%

Procedure

4.33 g (10.0 millimoles) of (±)-7,8-dihydro-8-methyl-5-(3-methyl-4-nitro-phenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carboxylic acid-imidazolide are heated to boiling in 30 ml of cyclopropyl amine for 6 hours, whereupon the amine is distilled off in vacuo. The residue is taken up in 75 ml of dichloro methane, washed three times with 30 ml of water each, dried over magnesium sulfate and evaporated in vacuo. The crude product obtained is recrystallized from 40 ml of ethanol and washed with 10 ml of diethyl ether. Thus 3.00 g of the desired compound are obtained, yield 71%, mp.: 171–175° C.

Workup

  1. distillationis distilled off in vacuo
  2. washwashed three times with 30 ml of water each,
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe crude product obtained
  6. customis recrystallized from 40 ml of ethanol
  7. washwashed with 10 ml of diethyl ether

Sources & evidence

ORD record
ord-c437c6033ddf4dbd9918a2836c175dc4
Source dataset
uspto-grants-2006_05
Patent number
US07053082B1

Reaction notes

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