Hydrazine hydrate (1:1) → HCID 18940551, compound

HRID 356214Notes

Reaction equation

HRID 356214 reaction equation
[CH2:1]([N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[NH:12][CH:11]([CH2:19][N:20]2C(=O)C3=CC=CC=C3C2=O)[CH2:10][C:9]1=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.NN>C(O)C>[NH2:20][CH2:19][CH:11]1[CH2:10][C:9](=[O:31])[N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[NH:12]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 18940575HCID 18940575, compound

Product 1

HCID 18940551HCID 18940551, compoundYield 151.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 1-benzyl-4-(phthalimidomethyl)-1,3,4,5-tetrahydro-1,5-benzodiazepin-2(2H)-one (9.82 g, 20 mmol) and hydrazine monohydrate (16 g, 35 mmol) in ethanol (350 ml) was refluxed for 3 hours. The reaction mixture was cooled and subjected to filtration and washed with chloroform. The filtrate was concentrated under reduced pressure. The concentrate was suspended in chloroform, which was again subjected to filtration. The filtrate was concentrated under reduced pressure to afford 8.5 g (yield 86%) of the titled compound as an oily product.

Workup

  1. temperaturewas refluxed for 3 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationsubjected to filtration
  4. washwashed with chloroform
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. filtrationwhich was again subjected to filtration
  7. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-601d56acb1734c5a9da899d7631f43aa
Source dataset
uspto-grants-1998_11
Patent number
US05834463

Reaction notes

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