Hydrochloric Acid → Ethyl thiophene-2-carboximidothioate--hydrogen chloride (1/1)

HRID 1276200Notes

Reaction equation

HRID 1276200 reaction equation
[CH2:1]([SH:3])[CH3:2].[S:4]1[CH:8]=[CH:7][CH:6]=[C:5]1[C:9]#[N:10].[ClH:11].CCOCC>C(Cl)Cl>[ClH:11].[S:4]1[CH:8]=[CH:7][CH:6]=[C:5]1[C:9]([S:3][CH2:1][CH3:2])=[NH:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 6343EthanethiolHCID 660872-Thiophenecarbonitrile

Product 1

HCID 70131116Ethyl thiophene-2-carboximidothioate--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of ethanethiol (28.4 g, 0.45 mols) in methylene chloride (500 ml) at 10° C. under nitrogen was added 2-thiophenecarbonitrile (50.0 g, 0.45 mols). This solution was treated with a slow stream of HCl gas for 6 h. The reaction mixture was then allowed to warm to room temperature for 18 h. Ether (200 ml) was added and a white solid crystallized. The solid 2-thiophenecarboximidothioic acid, ethyl ester, hydrochloride was collected by filtration and air dried (65.8 g), m.p. 196-197° C.

Workup

  1. customa white solid crystallized
  2. filtrationThe solid 2-thiophenecarboximidothioic acid, ethyl ester, hydrochloride was collected by filtration and air
  3. customdried (65.8 g), m.p. 196-197° C.

Sources & evidence

ORD record
ord-b27728e52e7a468f9cd7eb760e0de171
Source dataset
uspto-grants-2000_12
Patent number
US06166030

Reaction notes

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