Potassium Hydroxide → HCID 178503518, compound

HRID 1903304Notes

Reaction equation

HRID 1903304 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH2:5][S:4][CH:3]1[C:8]([O:10]CC)=O.[OH-].[K+].Br.[CH3:16][S:17][C:18](=[NH:20])[NH2:19]>C(O)(=O)C>[OH:10][C:8]1[C:3]2[S:4][CH2:5][CH2:6][CH2:7][C:2]=2[N:19]=[C:18]([S:17][CH3:16])[N:20]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 706061068-58-2HCID 12269128ethyl 3-oxotetrahydro-2H-thiopyran-2-carboxylate

Product 1

HCID 178503518HCID 178503518, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

20 g of ethyl 3-oxotetrahydrothiopyran-2-carboxylate was added to 120 ml of a methanolic solution containing 9 g of potassium hydroxide at room temperature while stirring. Then, a small amount of S-methylisothiourea hydrobromide was added to the mixture and the stirring was continued for 2 hours. The reaction solution was then poured into ice-water, and the mixture was made acidic with acetic acid. The precipitated crystals were separated by filtration and recrystallized from acetic acid to obtain 4-hydroxy-2-methylthio-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine as colorless needles having a melting point of 248° C.

Workup

  1. customThe precipitated crystals were separated by filtration
  2. customrecrystallized from acetic acid

Sources & evidence

ORD record
ord-6e58c763b85848489d4fd43be9e1c468
Source dataset
uspto-grants-1984_03
Patent number
US04435566

Reaction notes

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