Sulfuric Acid → 6-Chloro-1-mercapto-4-(4-nitrophenyl)-3,4-dihydroisoquinoline

HRID 1644554Notes

Reaction equation

HRID 1644554 reaction equation
S(=O)(=O)(O)O.[Cl:6][C:7]1[CH:8]=[C:9]([CH:13]([C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=2)[CH2:14][N:15]=[C:16]=[S:17])[CH:10]=[CH:11][CH:12]=1>ClCCl>[Cl:6][C:7]1[CH:8]=[C:9]2[C:10](=[CH:11][CH:12]=1)[C:16]([SH:17])=[N:15][CH2:14][CH:13]2[C:18]1[CH:19]=[CH:20][C:21]([N+:24]([O-:26])=[O:25])=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 866301242-(3-Chlorophenyl)-2-(4-nitrophenyl)ethyl Isothiocyanate

Product 1

HCID 1785265246-Chloro-1-mercapto-4-(4-nitrophenyl)-3,4-dihydroisoquinoline

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.75 ml of concentrated sulfuric acid were added to 0.4 g (1.255 mmol) of 2-(3-chlorophenyl)-2-(4-nitrophenyl)ethyl isothiocyanate with external ice cooling and internal stirring. Stirring at RT for a further 4 hours was followed by addition of ice-water and extraction with dichloromethane.

Sources & evidence

ORD record
ord-6828f5afb5bf4c2db57e525ece62aaee
Source dataset
uspto-grants-2012_02
Patent number
US08124621B2

Reaction notes

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