Ammonia → HCID 22750110, compound

HRID 2164044Notes

Reaction equation

HRID 2164044 reaction equation
[NH3:1].C(O[C:5]1[C:14]2[CH:13]=[CH:12][CH:11]=[C:10]3[N:15]4[C:19]([C:20](=[O:21])[C:8]([C:9]=23)=[CH:7][N:6]=1)=[CH:18][CH:17]=[C:16]4[N+:22]([O-:24])=[O:23])C.O>N1C=CC=CC=1>[NH2:1][C:5]1[C:14]2[CH:13]=[CH:12][CH:11]=[C:10]3[N:15]4[C:19]([C:20](=[O:21])[C:8]([C:9]=23)=[CH:7][N:6]=1)=[CH:18][CH:17]=[C:16]4[N+:22]([O-:24])=[O:23]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 22750105HCID 22750105, compound

Product 1

HCID 22750110HCID 22750110, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
20 °C

Procedure

A stream of ammonia is passed into a solution of 4-ethoxy-10-nitro-7-oxo-7H-indolizino[7,6,5-de]isoquinoline (5 g) in pyridine (200 cc) until the solution is saturated. The solution obtained is then stirred at a temperature of about 20° C. for 16 hours. The resulting suspension of red crystals is poured into iced water (600 cc). The crystalline precipitate is filtered off and then washed successively with water (5 × 10 cc), ethanol (3 × 10 cc) and then diethyl ether (2 × 20 cc). After drying under reduced pressure (1 mm Hg) at 25° C., 4-amino-10-nitro-7-oxo-7H-indolizino[7,6,5-de]-isoquinoline (4.18 g) is obtained in the form of orange-red crystals.

Workup

  1. customThe solution obtained
  2. additionThe resulting suspension of red crystals
  3. filtrationThe crystalline precipitate is filtered off
  4. washwashed successively with water (5 × 10 cc), ethanol (3 × 10 cc)
  5. customAfter drying under reduced pressure (1 mm Hg) at 25° C.

Sources & evidence

ORD record
ord-bd5103d2340f48fd8375cd408b2ac33d
Source dataset
uspto-grants-1979_01
Patent number
US04137315

Reaction notes

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