HCID 23368541, compound → HCID 23368571, compound

HRID 1901605Notes

Reaction equation

HRID 1901605 reaction equation
C(OC([NH:8][CH:9]([CH2:22][O:23][C:24]([NH:26][NH2:27])=[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>CC(O)C.Cl>[ClH:21].[NH2:8][CH:9]([CH2:22][O:23][C:24]([NH:26][NH2:27])=[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 1

HCID 23368541HCID 23368541, compound

Product 1

HCID 23368571HCID 23368571, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3776IsopropanolSolvent2×

Procedure

In 10 ml of 2-propanol is dissolved 3-(2-tert-butoxycarbonylamino-3-hydrazinocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole, and 12.8 ml of a 2-propanol solution (7.5N) of hydrogen chloride is added thereto, after which they are subjected to reaction at 20°-25° C. for 1.5 hours. The solvent is removed from the reaction mixture by distillation under reduced pressure, and the crystals obtained are washed with 5 ml of ethyl acetate and then collected by filtration, to obtain 0.52 g of colorless, crystalline 3-(2-amino-3-hydrazinocarbonyloxypropoxy)-5-chloro-1,2-benzoisoxazole hydrochloride having a melting point of 190°-191° C.

Workup

  1. additionis added
  2. customafter which they are subjected to reaction at 20°-25° C. for 1.5 hours
  3. customThe solvent is removed from the reaction mixture by distillation under reduced pressure
  4. customthe crystals obtained
  5. washare washed with 5 ml of ethyl acetate
  6. filtrationcollected by filtration

Sources & evidence

ORD record
ord-fc0aafe8879947d29bc120a77deccccb
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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