Hydrazine hydrate (1:1) → HCID 21497541, compound

HRID 1730399Notes

Reaction equation

HRID 1730399 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH2:15][N:16]4C(=O)C5=CC=CC=C5C4=O)=[CH:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[C:6]=2[CH:34]=1.O.NN>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH2:15][NH2:16])=[CH:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[C:6]=2[CH:34]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12707087HCID 12707087, compound

Product 1

HCID 21497541HCID 21497541, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 8-chloro-1-(phthalimidomethyl)-6-(o-chlorophenyl)-4H-imidazo[1,2-a][1,4]benzodiazepine (2.14g, 4.4 mmole) and hydrazine hydrate (1 g, 22 mmole) in 75ml. of absolute ethanol is stirred at room temperature under nitrogen for 20 hours. The white solid which precipitates is removed by filtration. Theethanol solution is evaporated to dryness in vacuo and the residue is dissolved in chloroform. The chloroform solution is washed with water, then with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and evaporated in vacuo to give 1.56 g. (100%) of yellow oil. This oil is alkylated without any purification [example 37].

Workup

  1. customThe white solid which precipitates
  2. customis removed by filtration
  3. customTheethanol solution is evaporated to dryness in vacuo
  4. dissolutionthe residue is dissolved in chloroform
  5. washThe chloroform solution is washed with water
  6. dry with materialwith saturated sodium chloride solution, dried over anhydrous sodium sulfate
  7. customevaporated in vacuo
  8. customto give 1.56 g
  9. customThis oil is alkylated without any purification [example 37]

Sources & evidence

ORD record
ord-cd15bb8a4ffb4b0f82eaf81ced6612ca
Source dataset
uspto-grants-1976_11
Patent number
US03992408

Reaction notes

Loading…