Hydrazine hydrate (1:1) → Brn 6572492

HRID 2308950Notes

Reaction equation

HRID 2308950 reaction equation
COC1C=[C:7]([CH2:9][NH:10]CCCNCCCCNCCCNCC2C=CC(O)=C(OC)C=2)C=CC=1O.C(N[CH:39]([CH:43]1[CH2:52][CH2:51][C:50]2[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=2)[C:44]1=O)[C:40]([OH:42])=O)(=O)C.[OH2:54].[NH2:55][NH2:56]>C(O)C>[C:9]([NH:10][C:48]1[CH:47]=[CH:46][C:45]2[C:44]3[CH:43]([CH2:39][C:40](=[O:42])[NH:55][N:56]=3)[CH2:52][CH2:51][C:50]=2[CH:49]=1)(=[O:54])[CH3:7]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 131715244HCID 131715244, compound

Product 1

HCID 219045Brn 6572492

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of dl-6-acetylamino-1-oxo-1,2,3,4-tetrahydro-naphth-2-yl-acetic acid (3.27 g) in ethanol (60 ml) was treated with 90% hydrazine hydrate (1 ml) and heated at the reflux temperature for 3 hrs. After cooling at 0°-5° C., the precipitate is separated by filtration and recrystallized from acetone-ethanol to yield 8-acetylamino-4,4a,5,6-tetrahydro-2H-benzo(h)-cinnolin-3-one m.p. 284° C.

Workup

  1. temperatureheated at the reflux temperature for 3 hrs
  2. temperatureAfter cooling at 0°-5° C.
  3. customthe precipitate is separated by filtration
  4. customrecrystallized from acetone-ethanol

Sources & evidence

ORD record
ord-4732a67d4f7246b9aaf2aa0b3f5b7020
Source dataset
uspto-grants-1987_09
Patent number
US04692447

Reaction notes

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