Hydrazine → HCID 14357893, compound

HRID 267445Notes

Reaction equation

HRID 267445 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:16]2[CH:20]=[CH:19][N:18]=[C:17]2[CH2:21][N:22]2[C:26](=O)[C:25]3=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]3C2=O)=[C:6]([CH:15]=1)C(C1C=CC=CC=1)=O.NN>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:16]3[CH:20]=[CH:19][N:18]=[C:17]3[CH2:21][N:22]=[C:26]([C:25]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:24]=3)[C:6]=2[CH:15]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 21555832HCID 21555832, compound

Product 1

HCID 14357893HCID 14357893, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Chloro-2-[2-(phthalimidomethyl)imidazol-1-yl]benzophenone (0.883 g., 2.00 mmol) is suspended in 12 ml. of absolute ethanol, treated with hydrazine and heated to 72°-74° C. Within 10 minutes all of the solid dissolves. After 2 hours the reaction is stopped and white solid is removed by filtration. The mother liquor is concentrated in vacuo to an oil which is crystallized from ethyl acetate-hexane-mixtures to give 8-chloro-6-phenyl-4H-imidazo[1,2-a][1,4]benzodiazepine of melting point 143°-148° C.

Workup

  1. temperatureheated to 72°-74° C
  2. dissolutionWithin 10 minutes all of the solid dissolves
  3. customwhite solid is removed by filtration
  4. concentrationThe mother liquor is concentrated in vacuo to an oil which
  5. customis crystallized from ethyl acetate-hexane-mixtures

Sources & evidence

ORD record
ord-7fa7e3dfeb56421881517807828590dc
Source dataset
uspto-grants-1976_03
Patent number
US03941803

Reaction notes

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