Hydrochloric Acid → HCID 20435967, compound

HRID 1154036Notes

Reaction equation

HRID 1154036 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][CH2:8][C:9]1([CH3:24])[C:21](=[O:22])[N:12]2[CH2:13][CH:14]=[CH:15][CH:16]([C:17]([O:19][CH3:20])=[O:18])[N:11]2[C:10]1=[O:23].Cl>N1C=CC=CC=1>[CH3:1][S:2]([O:6][CH2:7][CH2:8][C:9]1([CH3:24])[C:21](=[O:22])[N:12]2[CH2:13][CH:14]=[CH:15][CH:16]([C:17]([O:19][CH3:20])=[O:18])[N:11]2[C:10]1=[O:23])(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 20435943HCID 20435943, compound

Product 1

HCID 20435967HCID 20435967, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3.45 g (30 mmol) of methanesulfonyl chloride were added dropwise to a stirred solution, cooled at 0° C., of 6.7 g (25 mmol) of methyl 2,3,5,8-tetrahydro-2-(2-hydroxyethyl)-2-methyl-1,3-dioxo-1H-pyrazolo[1,2-a]-pyridazine-5-carboxylate in 20 ml of dry pyridine. After 2 hours, the resulting suspension was poured on to ice/water and acidified with 2M hydrochloric acid. Extraction with dichloromethane then yielded 7.84 g (75%) of methyl 2,3,5,8-tetrahydro-2-(2-methanesulfonyloxyethyl)-2-methyl-1,3-dioxo-1H-pyrazolo[1,2-a]pyridazine-5-carboxylate having a melting point of 104°-105° C. (from diethyl ether).

Workup

  1. extractionExtraction with dichloromethane

Sources & evidence

ORD record
ord-e9b41f59931e4ba6ba95a060eb88ae86
Source dataset
uspto-grants-1984_12
Patent number
US04487929

Reaction notes

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