Hydrochloric Acid → 3-(2-Amino-3-methoxyaminocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochloride

HRID 1901607Notes

Reaction equation

HRID 1901607 reaction equation
C(OC([NH:8][CH:9]([CH2:22][O:23][C:24]([NH:26][O:27][CH3:28])=[O:25])[CH2:10][O:11][C:12]1[C:16]2[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=2[O:14][N:13]=1)=O)(C)(C)C.Cl>CC(O)C>[ClH:21].[NH2:8][CH:9]([CH2:22][O:23][C:24]([NH:26][O:27][CH3:28])=[O:25])[CH2:10][O:11][C:12]1[C:16]2[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=2[O:14][N:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23368411HCID 23368411, compound

Product 1

HCID 233684503-(2-Amino-3-methoxyaminocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

3-(2-tert-Butoxycarbonylamino-3-methoxyaminocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole is dissolved in 10 ml of 2-propanol, and 12.8 ml of a 2-propanol solution (7.5N) of hydrogen chloride is added, after which they are subjected to reaction at 20°-25° C. overnight. The solvent is removed from the reaction mixture by distillation under reduced pressure, and the crystals obtained are washed with 2-propanol and then collected by filtration, to obtain 0.46 g of colorless, crystalline 3-(2-amino-3-methoxyaminocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochloride having a melting point of 199°-200° C.

Workup

  1. customafter which they are subjected to reaction at 20°-25° C. overnight
  2. customThe solvent is removed from the reaction mixture by distillation under reduced pressure
  3. customthe crystals obtained
  4. washare washed with 2-propanol
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-d8fa2e9c09554900bf79a772e3d4f3f1
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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