HCID 23318336, compound → HCID 13175725, compound

HRID 1981975Notes

Reaction equation

HRID 1981975 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:12][CH2:13]Cl)[CH:10]([CH2:15]Cl)[CH2:9][N+:8]([O-:17])=[C:7]([C:18]3[O:19][CH:20]=[CH:21][CH:22]=3)[C:6]=2[CH:23]=1>C(N)CCC>[CH2:7]([N:8]1[CH2:13][CH2:12][N:11]2[C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:23][C:6]=3[C:7]([C:18]3[O:19][CH:20]=[CH:21][CH:22]=3)=[N+:8]([O-:17])[CH2:9][CH:10]2[CH2:15]1)[CH2:6][CH2:5][CH3:4]

Participants

3

Reactant 1

HCID 23318336HCID 23318336, compound

Product 1

HCID 13175725HCID 13175725, compoundYield 104.9%

Reagents, catalysts & solvents 1

HCID 8007ButylamineSolvent

Conditions

Temperature
90 °C

Procedure

4 g of 7-methyl-1-(β-chloroethyl)-2-chloromethyl-5-(2-furyl)-2,3-dihydro-1H-1,4-benzodiazepine 4-oxide (prepared analogously to Example 5A-C) are dissolved in 10 ml of n-butylamine and the solution is heated to 90° C. in an autoclave for 14 hours. After the reaction mixture has been worked up, the resulting crude product is purified by chromatography on aluminium oxide of activity level II, using methylene chloride/chloroform, and is crystallised from ether. 2.1 g of 1,2,3,4,4a,5-hexahydro-3-(n-butyl)-9-methyl-7-(2-furyl)-pyrazino[1,2-a][1,4]benzodiazepine 6-oxide are obtained. Melting point: 104° to 106° C.

Workup

  1. customthe resulting crude product is purified by chromatography on aluminium oxide of activity level II
  2. customis crystallised from ether

Sources & evidence

ORD record
ord-94680b79e783483db7cd57d848b58fce
Source dataset
uspto-grants-1986_06
Patent number
US04594436

Reaction notes

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