Ammonia → HCID 430947, compound

HRID 1604988Notes

Reaction equation

HRID 1604988 reaction equation
C(O[C:4](=[N:15][OH:16])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[O:8][N:7]=1)C.[NH3:17]>C(O)C>[O:8]1[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:6]([CH2:5][C:4](=[N:15][OH:16])[NH2:17])=[N:7]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86733202HCID 86733202, compound

Product 1

HCID 430947HCID 430947, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

In ethanol (35 ml) was dissolved 1,2-benzisoxazole-3-acetohydroximic acid ethyl ester (0.5 g) and the mixture was saturated with ammonia gas and then heated in a sealed tube at 150°C for 7 hours. The reaction mixture was distilled under a reduced pressure and the oily residue was subjected to silica gel column chromatography and eluted with 5 % methanol-chloroform. The eluates were collected and resulting crystallines were recrystallized from ethanol to give the desired compound (0.05 g). m.p. 160° to 162°C.

Workup

  1. distillationThe reaction mixture was distilled under a reduced pressure
  2. washeluted with 5 % methanol-chloroform
  3. customThe eluates were collected
  4. customresulting crystallines
  5. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-12d7c16ae3864f2fa11367e5b1192133
Source dataset
uspto-grants-1976_04
Patent number
US03948928

Reaction notes

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