HCID 178501988, compound → Carprazidil

HRID 1285195Notes

Reaction equation

HRID 1285195 reaction equation
[N:1]1([C:7]2[N:12]=[C:11]([NH:13][C:14](OC)=[O:15])[N+:10]([O-:18])=[C:9]([NH:19][C:20]([O:22][CH3:23])=[O:21])[CH:8]=2)[CH2:6][CH:5]=[CH:4][CH2:3][CH2:2]1>C(Cl)Cl.[OH-].[Na+]>[N:1]1([C:7]2[CH:8]=[C:9]([NH:19][C:20]([O:22][CH3:23])=[O:21])[N:10]3[O:18][C:14](=[O:15])[N:13]=[C:11]3[N:12]=2)[CH2:6][CH:5]=[CH:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 178501988HCID 178501988, compound

Product 1

HCID 68875Carprazidil

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 14798Sodium HydroxideSolvent

Procedure

32.3 g (0.1 mol) of dimethyl 6-[3,6-dihydro-1(2H)-pyridyl]-2,4-pyrimidinedicarbamate 3-oxide are stirred at room temperature for 3 hours in a mixture of methylene chloride and 3 percent sodium hydroxide solution. The two phases are separated and the aqueous phase is made acid, there being obtained methyl 5-[3,6-dihydro-1(2H)-pyridyl]-2-oxo-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidine-7-carbamate of melting point 210°-212°.

Workup

  1. customThe two phases are separated

Sources & evidence

ORD record
ord-54bb55d549214bac90741b7ccb5dc52a
Source dataset
uspto-grants-1986_01
Patent number
US04565869

Reaction notes

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