Hydrochloric Acid → HCID 21424971, compound

HRID 258874Notes

Reaction equation

HRID 258874 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH:8]=[C:7]([C:16]#[C:17][CH2:18][OH:19])[C:6]=2[CH:20]=1.[CH3:21][S:22](Cl)(=[O:24])=[O:23].Cl.CCOCC>N1C=CC=CC=1>[S:22]([O:19][CH2:18][C:17]#[C:16][C:7]1[C:6]2[CH:20]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[S:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[CH:8]=1)(=[O:24])(=[O:23])[CH3:21]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 31297Methanesulfonyl chlorideHCID 21424986HCID 21424986, compound

Product 1

HCID 21424971HCID 21424971, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

A solution of 6 g of 3-(8-chloro-dibenzo[ b,f] thiepin-10-yl)-2-propyn-1-ol in 50 ml. of pyridine is treated dropwise at -10° C. to 0° C. with 1.7 ml of methanesulfonyl chloride in 10 ml of pyridine and stirred at this temperature for 2 hours. After pouring onto ice, acidification with hydrochloric acid and extraction with ether, there is obtained 3-(8-chloro-dibenzo[ b,f] thiepin-10-yl)-2-propyn-1-ol mesylate which melts at 100°-102° C. after recrystallization from ether.

Sources & evidence

ORD record
ord-fd0df3686ad049db945f99e9842518aa
Source dataset
uspto-grants-1977_07
Patent number
US04035385

Reaction notes

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