Benzylamine → 6-Benzylsulfamoyl-5-chloro-1-indanone

HRID 65936Notes

Reaction equation

HRID 65936 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[S:11](Cl)(=[O:13])=[O:12])[C:7](=[O:15])[CH2:6][CH2:5]2.[CH2:16]([NH2:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(CC)CC)C>CC(C)=O>[CH2:16]([NH:23][S:11]([C:10]1[CH:9]=[C:8]2[C:4]([CH2:5][CH2:6][C:7]2=[O:15])=[CH:3][C:2]=1[Cl:1])(=[O:13])=[O:12])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 8471TriethylamineHCID 221190346-chloro-3-oxo-2,3-dihydro-1H-indene-5-sulfonyl chloride

Product 1

HCID 227563726-Benzylsulfamoyl-5-chloro-1-indanone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

According to Example 2(a), 13.26 g (50 mmoles) of 5-chloro-6-chlorosulfonyl-1-indanone, 5.89 g (55 mmoles) of benzylamine and 5.05 g (50 mmoes) of triethylamine in a total of 100 ml of acetone yield 6-benzylsulfamoyl-5-chloro-1-indanone having a melting point of 203° to 205° C., from which the pure product is obtained after a recrystallization from ethanol, said product having a melting point of 228° to 231° C.

Sources & evidence

ORD record
ord-15a3f7e70a6c42b98b373c3e0d666fde
Source dataset
uspto-grants-1978_12
Patent number
US04129656

Reaction notes

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