Hydrazine hydrate (1:1) → HCID 70393503, compound

HRID 542628Notes

Reaction equation

HRID 542628 reaction equation
[O:1]=[C:2]1[CH2:8][CH2:7][C@H:6]([N:9]2C(=O)C3=CC=CC=C3C2=O)[C:5](=[O:20])[N:4]2[C@H:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:22][CH2:23][N:3]12.O.NN>C(O)C>[NH2:9][C@@H:6]1[C:5](=[O:20])[N:4]2[C@H:21]([C:24]([O:26][C:27]([CH3:29])([CH3:28])[CH3:30])=[O:25])[CH2:22][CH2:23][N:3]2[C:2](=[O:1])[CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13341543HCID 13341543, compound

Product 1

HCID 70393503HCID 70393503, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.48 g of tert.butyl 2,3,6,7,8,9-hexahydro-5,9-dioxo-8(S)-phthalimido-1H,5H-pyrazolo[1,2-a][1,2]diazepine-1(S)-carboxylate [prepared as described in Example 3(D)] were stirred at room temperature for 0.5 hour in 80 ml of ethanol with 0.3 g of hydrazine hydrate and the mixture was then evaporated. 90 ml of 2N acetic acid were added, the mixture was stirred at room temperature for 1 hour and was then filtered. The filtrate was made basic with solid sodium carbonate and then extracted twice with dichloromethane. The combined dichloromethane extracts were dried over magnesium sulphate and evaporated to give 1.58 g (93%) of tert.butyl 8(S)-amino-2,3,6,7,8,9-hexahydro-5,9-dioxo-1H,5H-pyrazolo[1,2-a][1,2]diazepine-1(S)-carboxylate in the form of a gum.

Workup

  1. customthe mixture was then evaporated
  2. addition90 ml of 2N acetic acid were added
  3. filtrationwas then filtered
  4. extractionextracted twice with dichloromethane
  5. dry with materialThe combined dichloromethane extracts were dried over magnesium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-470ea7ef6a1d4b3c8462c87c3cbadd3e
Source dataset
uspto-grants-1987_04
Patent number
US04658024

Reaction notes

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