Water → HCID 21279510, compound

HRID 2291212Notes

Reaction equation

HRID 2291212 reaction equation
[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4]Br.[CH2:8]([S:15][C:16]1[N:20]=[C:19]([SH:21])[NH:18][N:17]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C[O-].[Na+].O>CN(C)C=O.CCOCC>[CH2:8]([S:15][C:16]1[N:20]=[C:19]([S:21][CH2:4][CH:3]([O:6][CH3:7])[O:2][CH3:1])[NH:18][N:17]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

7

Reactant 4

HCID 962WaterHCID 816722-Bromo-1,1-dimethoxyethaneHCID 10942334Sodium MethoxideHCID 178527897HCID 178527897, compound

Product 1

HCID 21279510HCID 21279510, compoundYield 90.4%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

Bromoacetaldehyde dimethyl acetal (7.8 g) was added portionwise to 3-benzylthio-5-mercapto-1,2,4-triazole (10 g) and sodium methoxide (2.5 g) in dimethylformamide (60 ml) under nitrogen. The mixture was heated at about 110° C. for 5 hours. Addition to water and isolation through ether gave 12.6 g of desired product, mp 73°-76° C.

Sources & evidence

ORD record
ord-8d28b6102d174d138d3127dc3967212f
Source dataset
uspto-grants-1989_01
Patent number
US04795483

Reaction notes

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