Hydrochloric Acid → HCID 23368452, compound

HRID 1901619Notes

Reaction equation

HRID 1901619 reaction equation
[C:1]([O:4][CH2:5][CH:6]([NH:26]C(OC(C)(C)C)=O)[CH2:7][O:8][C:9]1[C:13]2[CH:14]=[C:15]([NH:18]C(OC(C)(C)C)=O)[CH:16]=[CH:17][C:12]=2[O:11][N:10]=1)(=[O:3])[NH2:2].O1CCOCC1.[ClH:40]>CO>[ClH:40].[NH2:18][C:15]1[CH:16]=[CH:17][C:12]2[O:11][N:10]=[C:9]([O:8][CH2:7][CH:6]([NH2:26])[CH2:5][O:4][C:1](=[O:3])[NH2:2])[C:13]=2[CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 23368512HCID 23368512, compound

Product 1

HCID 23368452HCID 23368452, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.47 g of 3-(3-carbamoyloxy-2-tert-butoxycarbonylaminopropoxy)-5-tert-butoxycarbonylamino-1,2-benzoisoxazole in 10 ml of methanol is added 5.0 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 0.21 g of colorless, crystalline 5-amino-3-(2-amino-3-carbamoyloxypropoxy)-1,2-benzoisoxazole hydrochloride having a melting point of 230°-231° 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-123fe5386eff45068c28f974e6b7b66d
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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