Phosphorus oxychloride → HCID 18763658, compound

HRID 431248Notes

Reaction equation

HRID 431248 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8](/[CH:10]=[CH:11]/[C:12]3[N:17]=[C:16](O)[CH:15]=[C:14]([CH3:19])[N:13]=3)=[CH:9][C:4]=2[O:3][CH2:2]1.O=P(Cl)(Cl)[Cl:22]>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8](/[CH:10]=[CH:11]/[C:12]3[N:17]=[C:16]([Cl:22])[CH:15]=[C:14]([CH3:19])[N:13]=3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178429306HCID 178429306, compound

Product 1

HCID 18763658HCID 18763658, compoundYield 90%

Procedure

In analogy to example 12c), by heating (E)-2-(2-benzo[1,3]dioxol-5-yl-vinyl)-6-methyl-pyrimidin-4-ol (0.5 g, 1.95 mmol) in POCl3 (3.5 ml, 39 mmol) at 130° C. for 4.5 h there was obtained (E)-2-(2-benzo [1,3]dioxol-5-yl-vinyl)-4-chloro-6-methyl-pyrimidine (0.48 g, 90%) as a yellow solid. ISP mass spectrum, m/e: 275.2 (M+1 calculated for C14H11Cl2N2: 275).

Sources & evidence

ORD record
ord-2ee37341e6114f2e9b733cbc28fca174
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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