Phosphorus oxychloride → HCID 20528944, compound

HRID 441737Notes

Reaction equation

HRID 441737 reaction equation
N[C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:6][CH:5]=[C:4]([O:15][CH3:16])[N:3]=1.N([O-])=O.[Na+].OC1C(OC2C=CC=CC=2)=NC=C(OC)N=1.P(Cl)(Cl)([Cl:39])=O>>[Cl:39][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:6][CH:5]=[C:4]([O:15][CH3:16])[N:3]=1

Participants

5

Reactant 4

HCID 24813Phosphorus oxychlorideHCID 20528937HCID 20528937, compoundHCID 23668193Sodium NitriteHCID 178493785HCID 178493785, compound

Product 1

HCID 20528944HCID 20528944, compound

Procedure

The 2-amino substituent of Step A product when treated with sodium nitrite as described in Step E of Preparation 81 is converted to the 2-hydroxy group. Treatment of the 2-hydroxy-3-phenoxy-6-methoxypyrazine with phosphorus oxychloride by the method of Preparation 13, Step B, gives 2-chloro-3-phenoxy-6-methoxypyrazine.

Workup

  1. customas described in Step E of Preparation 81

Sources & evidence

ORD record
ord-67b6f262b84a42cfac5fd17862f7aaf7
Source dataset
uspto-grants-1977_08
Patent number
US04042586

Reaction notes

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