Chloroform → HCID 22768400, compound

HRID 1764523Notes

Reaction equation

HRID 1764523 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][NH2:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1.C(Cl)(Cl)Cl.C(N(CC)CC)C.[C:32](Cl)(=[O:39])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]>C(OCC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][NH:13][C:32](=[O:39])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 8471TriethylamineHCID 17313Heptanoyl chlorideHCID 123908747-Chloro-2-hydrazinyl-5-phenyl-3H-1,4-benzodiazepine

Product 1

HCID 22768400HCID 22768400, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 2.85 parts of 7-chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine, 50 parts by volume of chloroform and 2 parts by volume of triethylamine, a solution of 1.6 parts of enanthylchloride in 20 parts by volume of diethyl ether is gradually added with ice-cooling. The mixture is stirred for a while to complete the reaction. After evaporation of the solvent under reduced pressure, the residue is treated with methanol to yield 7-chloro-2-(2-enanthylhydrazino)-5-phenyl-3H-1,4-benzodiazepine as crystals. Recrystallization from a mixture of dimethylformamide and water yields colorless needles melting at 205° C to 206° C (effervescence).

Workup

  1. temperaturecooling
  2. customthe reaction
  3. customAfter evaporation of the solvent under reduced pressure
  4. additionthe residue is treated with methanol

Sources & evidence

ORD record
ord-52835e62271e45c98a834d474ab05c77
Source dataset
uspto-grants-1978_09
Patent number
US04116956

Reaction notes

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