Phosphorus oxychloride → HCID 18763683, compound

HRID 431240Notes

Reaction equation

HRID 431240 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](/[CH:8]=[CH:9]/[C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[N:5]=[C:4](O)[CH:3]=1.O=P(Cl)(Cl)[Cl:18]>>[Cl:18][C:4]1[CH:3]=[C:2]([CH3:1])[N:7]=[C:6](/[CH:8]=[CH:9]/[C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[N:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178429326HCID 178429326, compound

Product 1

HCID 18763683HCID 18763683, compoundYield 57.3%

Procedure

In analogy to example 12c), by heating (E)-6-methyl-2-(2-thiophen-2-yl-vinyl)-pyrimidin-4-ol (0.38 g, 1.74 mmol) in POCl3 (3.19 ml, 34.8 mmol) at 130° C. for 4.5 h was obtained (E)-4-chloro-6-methyl-2-(2-thiophen-2-yl-vinyl)-pyrimidine (0.236 g, 57%) as a light yellow solid. EI mass spectrum, m/e: 236 (M calculated for C11H9ClN2S: 236).

Sources & evidence

ORD record
ord-9384491e1f9c4f12a02cef51adf0b498
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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