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

HRID 1901612Notes

Reaction equation

HRID 1901612 reaction equation
CC(O)C.Cl.C(OC([NH:13][CH:14]([CH2:27][O:28][C:29]([NH:31][CH3:32])=[O:30])[CH2:15][O:16][C:17]1[C:21]2[CH:22]=[C:23]([Cl:26])[CH:24]=[CH:25][C:20]=2[O:19][N:18]=1)=O)(C)(C)C>CO>[ClH:26].[NH2:13][CH:14]([CH2:27][O:28][C:29]([NH:31][CH3:32])=[O:30])[CH2:15][O:16][C:17]1[C:21]2[CH:22]=[C:23]([Cl:26])[CH:24]=[CH:25][C:20]=2[O:19][N:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3776Isopropanol2×HCID 23368486HCID 23368486, compound

Product 1

HCID 233684343-(2-Amino-3-methylaminocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 10 ml of methanol is dissolved 3-(2-tert-butoxycarbonylamino-3-methylaminocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole, and to this solution is added 9.6 ml of a 2-propanol solution (7.5N) of hydrogen chloride, and they are subjected to reaction at 20°-25° C. for 4.5 hours. The solvent is removed from the reaction mixture by distillation under reduced pressure, and to the residue obtained is added 5 ml of 2-propanol, after which the crystals precipitated are collected by filtration, to obtain 0.30 g of colorless, crystalline 3-(2-amino-3-methylaminocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochloride having a melting point of 206°-209° C.

Workup

  1. customare subjected to reaction at 20°-25° C. for 4.5 hours
  2. customThe solvent is removed from the reaction mixture by distillation under reduced pressure
  3. customto the residue obtained
  4. customafter which the crystals precipitated
  5. filtrationare collected by filtration

Sources & evidence

ORD record
ord-303b994a51634e5d92f9986586fbfa76
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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