Triethylamine → HCID 21329997, compound

HRID 614063Notes

Reaction equation

HRID 614063 reaction equation
Cl[C:2]1[C:7](=[O:8])[C:6]([Cl:9])=[N:5][S:4][N:3]=1.[OH:10][C:11]1[CH:12]=[N:13][C:14]([CH3:17])=[CH:15][CH:16]=1.C(N(CC)CC)C>O1CCCC1>[Cl:9][C:6]1[C:7](=[O:8])[C:2]([O:10][C:11]2[CH:12]=[N:13][C:14]([CH3:17])=[CH:15][CH:16]=2)=[N:3][S:4][N:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 142752-Methyl-5-hydroxypyridineHCID 3540263,5-Dichloro-4H-1,2,6-thiadiazin-4-one

Product 1

HCID 21329997HCID 21329997, compoundYield 77.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared in the manner of Example 3, using 14.6 grams (0.08 mole) of 3,5-dichloro-4H-1,2,6-thiadiazin-4-one, 8.7 grams (0.08 mole) of 3-hydroxy-6-methylpyridine and 8.9 grams (0.088 mole) of triethylamine in 300 ml of tetrahydrofuran. The crude product was recrystallized from ethanol to give 15.8 grams (77%) of 3-chloro-5-(6-methyl-3-pyridyloxy)-4H-1,2,6-thiadiazin-4-one; m.p. 155°-156° C.

Workup

  1. customThis compound was prepared in the manner of Example 3
  2. customThe crude product was recrystallized from ethanol

Sources & evidence

ORD record
ord-162a4eea88da40d48287068349c20228
Source dataset
uspto-grants-1979_03
Patent number
US04143138

Reaction notes

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