Hydrochloric Acid → HCID 53698770, compound

HRID 267995Notes

Reaction equation

HRID 267995 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:12]3[C:16]([C:17](=[N:18][O:19][CH2:20][C:21]([O:23]CC)=[O:22])[C:7]4[C:8]=2[C:3]=1[CH:4]=[CH:5][N:6]=4)=[CH:15][CH:14]=[CH:13]3.[OH-].[Na+].Cl>C(O)C>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:12]3[C:16]([C:17](=[N:18][O:19][CH2:20][C:21]([OH:23])=[O:22])[C:7]4[C:8]=2[C:3]=1[CH:4]=[CH:5][N:6]=4)=[CH:15][CH:14]=[CH:13]3

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54188419HCID 54188419, compound

Product 1

HCID 53698770HCID 53698770, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

To a stirred suspension of 3-chloro-7-ethoxycarbonylmethoxyimino-7H-indolizino[5,6,7-ij]isoquinoline (0.356 g.) in ethanol (15 cc.) there is added N sodium hydroxide solution (1 cc.) followed by distilled water (35 cc.). After stirring for 1 hour at a temperature of about 20° C., a dark green solution is obtained which is neutralised by adding N hydrochloric acid (1 cc.). The resulting precipitate is filtered off, washed copiously with water and dried under reduced pressure. 3-Chloro-7-carboxymethoxyimino-7H-indolizino[5,6,7-ij]isoquinoline (0.28 g.), melting at 202° C. with decomposition, is thus obtained.

Workup

  1. distillationby distilled water (35 cc.)
  2. customa dark green solution is obtained which
  3. filtrationThe resulting precipitate is filtered off
  4. washwashed copiously with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-0983bb32d56144e8bfb5ba741e663676
Source dataset
uspto-grants-1976_03
Patent number
US03946019

Reaction notes

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