Hydrochloric Acid → HCID 178428362, compound

HRID 1728578Notes

Reaction equation

HRID 1728578 reaction equation
[OH-].[K+].[NH2:3][C:4]1[C:9]([NH2:10])=[C:8]([CH3:11])[CH:7]=[CH:6][N:5]=1.O.Cl.[C:14](=S)=[S:15]>C(O)C.CO.C(O)(=O)C>[SH:15][C:14]1[NH:3][C:4]2=[N:5][CH:6]=[CH:7][C:8]([CH3:11])=[C:9]2[N:10]=1

Participants

9

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 3174954-Methylpyridine-2,3-diamine

Product 1

HCID 178428362HCID 178428362, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

5 g of potassium hydroxide dissolved in 30 ml of ethanol was dropwise added at 20° C. or below to a solution of 15 g of 2,3-diamino-4-methylpyridine in 15 ml of carbon disulfide and 60 ml of methanol, and the mixture was refluxed for 2 hr. Water and 7 ml of concentrated hydrochloric acid were added thereto, and acetic acid was then added thereto to weakly acidify the mixture. The precipitated solid was recovered by filtration. The solid was washed twice with a small amount of methanol and then dried to prepare 12.3 g of 2-mercapto-7-methyl-3H-imidazo[4,5-b]pyridine as a clayish solid.

Workup

  1. temperaturethe mixture was refluxed for 2 hr
  2. filtrationThe precipitated solid was recovered by filtration
  3. washThe solid was washed twice with a small amount of methanol
  4. customdried
  5. customto prepare 12.3 g of 2-mercapto-7-methyl-3H-imidazo[4,5-b]pyridine as a clayish solid

Sources & evidence

ORD record
ord-6b64da5582934de1b13aa5fa5cd7e49b
Source dataset
uspto-grants-1994_07
Patent number
US05328911

Reaction notes

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