Ammonia → HCID 12786129, compound

HRID 1604985Notes

Reaction equation

HRID 1604985 reaction equation
Cl.[N+:2]([C:5]1[CH:18]=[CH:17][C:8]2[C:9]([C:12](=[NH:16])OCC)=[N:10][O:11][C:7]=2[CH:6]=1)([O-:4])=[O:3].[NH3:19]>C(O)C>[C:12]([C:9]1[C:8]2[CH:17]=[CH:18][C:5]([N+:2]([O-:4])=[O:3])=[CH:6][C:7]=2[O:11][N:10]=1)(=[NH:16])[NH2:19]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 21548263HCID 21548263, compound

Product 1

HCID 12786129HCID 12786129, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (100 ml) was dissolved ethyl 6-nitro- 1,2-benzisoxazole-3-formimidate hydrochloride (2.0 g) and the mixture was saturated with ammonia by passing through thereto ammonia gas under stirring at room temperature. The mixture was allowed to stand at room temperature overnight and then ethanol was distilled off under a reduced pressure. The crystalline residue was washed with ether and dissolved in water. The solution was neutralized with sodium bicarbonate and extracted with ether. The extract was distilled to remove ether to give the desired compound (1.2 g), which was recrystallized from chloroform. m.p. 182° to 185°C.

Workup

  1. distillationethanol was distilled off under a reduced pressure
  2. washThe crystalline residue was washed with ether
  3. dissolutiondissolved in water
  4. extractionextracted with ether
  5. distillationThe extract was distilled
  6. customto remove ether

Sources & evidence

ORD record
ord-2440b0b1f3ed4faea7622ab1cf1796e9
Source dataset
uspto-grants-1976_04
Patent number
US03948928

Reaction notes

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