Hydrochloric Acid → HCID 14252771, compound

HRID 1762031Notes

Reaction equation

HRID 1762031 reaction equation
Cl[C:2]1[N:6]([C:7]2[S:8][CH:9]=[CH:10][N:11]=2)[CH:5]=[N:4][C:3]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13].[SH-:17].[Na+].Cl>CN(C)C=O>[CH2:15]([O:14][C:12]([C:3]1[N:4]=[CH:5][N:6]([C:7]2[S:8][CH:9]=[CH:10][N:11]=2)[C:2]=1[SH:17])=[O:13])[CH3:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 28015Sodium hydrosulfideHCID 14252770HCID 14252770, compound

Product 1

HCID 14252771HCID 14252771, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

8.0 g of 5-chloro-4-ethoxycarbonyl-1-(thiazol-2-yl)imidazole was dissolved in 30 ml of dimethylformamide. To the resulting solution was added 6.2 g of sodium hydrosulfide (content of 70%), followed by stirring of the resulting mixture at 60° C. for 1 hour. After completion of the reaction, the reaction mixture was poured into ice water and the resulting solution was made weakly acidic with conc. hydrochloric acid. Crystals precipitated were filtered out, washed and dried to give 7.5 g of the desired compound. m.p.: 155° to 158° C.

Workup

  1. customAfter completion of the reaction
  2. customCrystals precipitated
  3. filtrationwere filtered out
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-d99473176f7242c681c621c5b62c8b51
Source dataset
uspto-grants-1989_05
Patent number
US04830660

Reaction notes

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