Hydrochloric Acid → HCID 178425692, compound

HRID 2291117Notes

Reaction equation

HRID 2291117 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][N:3]=1.[NH:10]1[CH:17]=[CH:16][C:14](=[O:15])[NH:13][C:11]1=[S:12].Cl.C(=O)(O)[O-].[Na+]>CO>[OH:15][C:14]1[C:16]([CH:8]([C:5]2[CH:4]=[N:3][C:2]([CH3:1])=[CH:7][CH:6]=2)[OH:9])=[CH:17][N:10]=[C:11]([SH:12])[N:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 1269845ThiouracilHCID 101925666-Methyl-3-pyridinecarboxaldehyde

Product 1

HCID 178425692HCID 178425692, compoundYield 45.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5 g (0.04 mol) of 2-methyl-5-formylpyridine, 5.29 g (0.04 mol) of 2-thiouracil and 50 ml of concentrated hydrochloric acid was heated overnight. The solution was neutralized with sodium bicarbonate. The organic material in the resulting precipitate was taken up in methanol which was then evaporated to give 4.53 g (45%) of 4-hydroxy-2-mercapto-5-[(6-methyl-3-pyridinyl)hydroxymethyl]pyrimidine [MS(m/e)250]. This compound (2 g) is treated with zinc-acetic acid as in Example 9 to give the same end product.

Workup

  1. temperaturewas heated overnight
  2. customwas then evaporated

Sources & evidence

ORD record
ord-7b8fdc6f299746b98a76d0052d5e7138
Source dataset
uspto-grants-1986_10
Patent number
US04620001

Reaction notes

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