Hydrochloric Acid → 2-(4-Carbamoyloxypiperidin-1-yl)-2-iminoethylmercaptan hydrochloride

HRID 622426Notes

Reaction equation

HRID 622426 reaction equation
P(=[S:5])([O-])([O-])[O-].[Na+].[Na+].[Na+].Cl.[C:10]([O:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20](=[NH:23])[CH2:21][Cl:22])[CH2:16][CH2:15]1)(=[O:12])[NH2:11].Cl>O>[ClH:22].[C:10]([O:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20](=[NH:23])[CH2:21][SH:5])[CH2:16][CH2:15]1)(=[O:12])[NH2:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9877537Trisodium thiophosphateHCID 212930032-(4-Carbamoyloxypiperidin-1-yl)-2-iminoethylchloride hydrochloride

Product 1

HCID 212929412-(4-Carbamoyloxypiperidin-1-yl)-2-iminoethylmercaptan hydrochlorideYield 97.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4.95 g of trisodium phosphorothioate were added to an ice-cooled solution of 6.40 g of 2-(4-carbamoyloxypiperidin-1-yl)-2-iminoethylchloride hydrochloride in 32 ml of water, and the mixture was stirred at room temperature for 2.5 hours. 28 ml of 1N hydrochloric acid were then added, and the mixture was heated at 60° C. for 30 minutes. The reaction mixture was worked up in the same manner as in Example 1(2), giving 6.20 g of 2-(4-carbamoyloxypiperidin-1-yl)-2-iminoethylmercaptan hydrochloride.

Workup

  1. temperaturethe mixture was heated at 60° C. for 30 minutes

Sources & evidence

ORD record
ord-28b83350812a47d291f101b3e858f52d
Source dataset
uspto-grants-1988_09
Patent number
US04771046

Reaction notes

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