4-Methylbenzenethiol → 213747-65-0

HRID 1004040Notes

Reaction equation

HRID 1004040 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[Cl:9][C:10]1[N:15]=[C:14](Cl)[CH:13]=[CH:12][N:11]=1.[H-].[Na+]>>[Cl:9][C:10]1[N:15]=[C:14]([S:8][C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH:13]=[CH:12][N:11]=1

Participants

4

Reactant 3

HCID 78114-MethylbenzenethiolHCID 24758Sodium hydrideHCID 775312,4-Dichloropyrimidine

Product 1

HCID 18327475213747-65-0

Procedure

The 2-chloro-4-(4-methylphenylsulphanyl)pyrimidine was prepared in a similar manner to the analogous starting material of Example 1, from p-thiocresol (838 mg, 6.71 mmol), 2,4-dichloropyrimidine (1.0 g, 6.71 mmol) and sodium hydride [60% dispersion in oil] (295 mg, 7.4 mmol), m.p. 80-81°. δH (CDCl3) 8.15 (1H, d, J 5.4 Hz), 7.46 (2H, d, J 8.0 Hz), 7.30 (2H, d, J 8.0 Hz), 6.59 (1H, d, J 5.4 Hz) and 2.43 (3H, s).

Sources & evidence

ORD record
ord-15fa4c6d8a5046f3bfb207d65a54e774
Source dataset
uspto-grants-2000_04
Patent number
US06048866

Reaction notes

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