Hydrochloric Acid → HCID 20557505, compound
Reaction equation
Cl[CH2:2][CH2:3][N:4]1[C:15](=[O:16])[N:7]2[CH2:8][CH:9]=[CH:10][CH:11]([C:12]([OH:14])=[O:13])[N:6]2[C:5]1=[O:17].[CH2:18]([SH:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl>[OH-].[Na+]>[CH2:18]([S:25][CH2:2][CH2:3][N:4]1[C:15](=[O:16])[N:7]2[CH2:8][CH:9]=[CH:10][CH:11]([C:12]([OH:14])=[O:13])[N:6]2[C:5]1=[O:17])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
1.2 g (0.005 mol) of 2-(2-chloroethyl)-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylic acid were dissolved in 10 ml (0.10 mol) of 1-M sodium hydroxide solution. The solution was treated with 1 ml (0.008 mol) of benzyl mercaptan and the mixture was stirred at 100° C. for 3 hours. The mixture was acidified with concentrated hydrochloric acid and extracted with two 20 ml portions of ethyl acetate. The organic layer was extracted with 50 ml of saturated sodium bicarbonate solution. The aqueous extract was acidified with concentrated hydrochloric acid and re-extracted with two 25 ml portions of ethyl acetate. The organic extracts were dried over magnesium sulphate and evaporated to give 2-(2-benzylthioethyl)-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylic acid in the form of a colourless oil.
Workup
- extractionextracted with two 20 ml portions of ethyl acetate
- extractionThe organic layer was extracted with 50 ml of saturated sodium bicarbonate solution
- extractionThe aqueous extract
- extractionre-extracted with two 25 ml portions of ethyl acetate
- dry with materialThe organic extracts were dried over magnesium sulphate
- customevaporated
Sources & evidence
- ORD record
- ord-17c3b2cab5cb428d96b5fd38d991e38f
- Source dataset
- uspto-grants-1981_12
- Patent number
- US04307094
Reaction notes
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