Hydrochloric Acid → HCID 23368414, compound

HRID 1901627Notes

Reaction equation

HRID 1901627 reaction equation
[C:1]([O:4][CH2:5][CH:6]([NH:21]C(OC(C)(C)C)=O)[CH2:7][O:8][C:9]1[C:13]2[CH:14]=[C:15]([N:18]([CH3:20])[CH3:19])[CH:16]=[CH:17][C:12]=2[O:11][N:10]=1)(=[O:3])[NH2:2].O1CCOCC1.[ClH:35]>CO>[ClH:35].[NH2:21][CH:6]([CH2:5][O:4][C:1](=[O:3])[NH2:2])[CH2:7][O:8][C:9]1[C:13]2[CH:14]=[C:15]([N:18]([CH3:19])[CH3:20])[CH:16]=[CH:17][C:12]=2[O:11][N:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 23368409HCID 23368409, compound

Product 1

HCID 23368414HCID 23368414, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.94 g of 3-(3-carbamoyloxy-2-tert-butoxycarbonylaminopropoxy)-5-dimethylamino-1,2-benzoisoxazole in 19 ml of methanol is added 7.5 ml of a dioxane solution (2.2N) of hydrogen chloride at 5°-10° C., and 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 residue obtained is crystallized from 2-propanol, after which the crystals are collected by filtration, to obtain 0.34 g of colorless, crystalline 3-(2-amino-3-carbamoyloxypropoxy)-5-dimethylamino-1,2-benzoisoxazole hydrochloride having a melting point of 183°-186° C.

Workup

  1. customthey 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 residue obtained
  4. customis crystallized from 2-propanol
  5. filtrationafter which the crystals are collected by filtration

Sources & evidence

ORD record
ord-a5bc4ecb2c914b02974bc053841f01e8
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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