Hydrazine hydrate (1:1) → HCID 21680191, compound

HRID 267446Notes

Reaction equation

HRID 267446 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=O)[C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[N:16]1[CH:20]=[CH:19][N:18]=[C:17]1[CH2:21][N:22]1C(=O)C2=CC=CC=C2C1=O.O.NN>C(O)C>[Cl:15][C:13]1[CH:12]=[CH:11][C:10]2[N:16]3[CH:20]=[CH:19][N:18]=[C:17]3[CH2:21][N:22]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[C:9]=2[CH:14]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 215559152',5-Dichloro-2-[2-(phthalimidomethyl)imidazol-1-yl]benzophenone

Product 1

HCID 21680191HCID 21680191, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In the manner given in Example 33, 2',5-dichloro-2-[2-(phthalimidomethyl)imidazol-1-yl]benzophenone (4.76 g., 10.0 mmol) is dissolved in 60 ml. of ethanol, treated with 1.00 ml. of hydrazine hydrate and heated to 73° C. for 2 hours. After filtration of the reaction mixture, the mother liquids are concentrated and the residue is recrystallized from ethyl acetate/hexane mixtures to give 8-chloro-6-(o-chlorophenyl)-4H-imidazo[1,2-a][1,4]benzodiazepine of melting point 178°-180° C.

Workup

  1. dissolutionis dissolved in 60 ml
  2. filtrationAfter filtration of the reaction mixture
  3. concentrationthe mother liquids are concentrated
  4. customthe residue is recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-5878d55f379845aeb449d1e68cde81a5
Source dataset
uspto-grants-1976_03
Patent number
US03941803

Reaction notes

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