Methyl iodide → 6-Methylthio-pyrimidine-2,4-diamine

HRID 479093Notes

Reaction equation

HRID 479093 reaction equation
[OH-].[K+].S(O)(O)(=O)=O.[NH2:8][C:9]1[N:14]=[C:13]([NH2:15])[CH:12]=[C:11]([SH:16])[N:10]=1.N[C:18]1N=C(N)C=C(S)N=1.CI>O>[CH3:18][S:16][C:11]1[N:10]=[C:9]([NH2:8])[N:14]=[C:13]([NH2:15])[CH:12]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 178507974HCID 178507974, compound

Product 1

HCID 2358936-Methylthio-pyrimidine-2,4-diamineYield 188.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 105 g KOH in 1 L of water was added 2,4-diamino-6-mercaptopyrimidine hemisulfate 1 (70.0 g) followed by methyl iodide (91 mL). The resulting mixture was vigorously stirred for 4 h and then the solid precipitate was filtered off, washed with water and air dried overnight to give 54.0 g of 6-Methylthio-pyrimidine-2,4-diamine as a tan colored solid.

Workup

  1. filtrationthe solid precipitate was filtered off
  2. washwashed with water and air
  3. customdried overnight

Sources & evidence

ORD record
ord-9a969246ef67439dbc26e7d1ce10aeb8
Source dataset
uspto-grants-2003_11
Patent number
US06642381B2

Reaction notes

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