HCID 18958289, compound → HCID 136378424, compound

HRID 2379266Notes

Reaction equation

HRID 2379266 reaction equation
[Br:1][C:2]1[CH:6]=[C:5]([CH2:7][NH:8][CH2:9][CH2:10][NH2:11])[O:4][N:3]=1.[N+:12]([NH:15][C:16](N)=N)([O-:14])=[O:13]>O>[Br:1][C:2]1[CH:6]=[C:5]([CH2:7][N:8]2[CH2:9][CH2:10][NH:11][C:16]2=[N:15][N+:12]([O-:14])=[O:13])[O:4][N:3]=1

Participants

4

Reactant 2

HCID 18958289HCID 18958289, compoundHCID 86287517Nitroguanidine

Product 1

HCID 136378424HCID 136378424, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

N-(3-bromo-5-isoxazolylmethyl)ethylene diamine (4 g), prepared as described above, and nitroguanidine (2.5 g), were added to water (50 ml) and the reaction mixture stirred at 80° C. for 1 hour. The reaction mixture was partitioned with trichloromethane and the organic layer was separated, washed and dried. Thin layer chromatography showed a single product and was used to recover the product as a colorless solid (2.1 g). Recrystallization gave the title compound as colorless crystals (m.p. 149° C.).

Workup

  1. customThe reaction mixture was partitioned with trichloromethane
  2. customthe organic layer was separated
  3. washwashed
  4. customdried
  5. customto recover the product as a colorless solid (2.1 g)
  6. customRecrystallization

Sources & evidence

ORD record
ord-fc6afd630c1143b698c9e5f1691353df
Source dataset
uspto-grants-1994_11
Patent number
US05360906

Reaction notes

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