Benzyl Alcohol → HCID 9859939, compound

HRID 1586004Notes

Reaction equation

[Na].Cl[C:3]1[N:4]=[N:5][C:6]([S:9][CH2:10][CH:11]=[CH2:12])=[CH:7][CH:8]=1.[CH2:13]([OH:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([O:20][C:3]1[N:4]=[N:5][C:6]([S:9][CH2:10][CH:11]=[CH2:12])=[CH:7][CH:8]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

Reactant 3

HCID 244Benzyl Alcohol

HCID 5360545Sodium

HCID 212176673-Chloro-6-[(prop-2-en-1-yl)sulfanyl]pyridazine

Product 1

HCID 9859939HCID 9859939, compound

Conditions

Temperature: 80 °C

Procedure

0.11 g(0.005 mol) of metallic sodium was dissolved in 20 ml of dry benzylalcohol. To the resulting solution was added 0.93 g(0.005 mol) of 3-chloro-6-allylthiopyridazine and then the reaction solution was stirred for 2 hours at 80±5° C. To remove the excessive benzylalcohol and the insoluble material (NaCl), the reaction mixture was purified with silica gel column chromatography (eluent: n-hexane/ethyl acetate=40/1, v/v) to obtain the title compound as a needle crystal.

Workup

customTo remove the excessive benzylalcohol
customthe insoluble material (NaCl), the reaction mixture was purified with silica gel column chromatography (eluent

Sources & evidence

ORD record: ord-a1b445b569894f828b1477307b05bebb
Source dataset: uspto-grants-1999_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05942511

Reaction notes

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