Toluene → HCID 70592776, compound

HRID 1706141Notes

Reaction equation

HRID 1706141 reaction equation
ClC[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[S:11][N:10]=2)=[CH:5][CH:4]=1.[S].[CH2:19]([NH2:22])[CH2:20][NH2:21].[C:23]1(C)C=CC=CC=1>>[NH:21]1[CH:20]=[CH:19][NH:22][CH:23]1[C:5]1[CH:4]=[CH:3][CH:8]=[CH:7][C:6]=1[C:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[S:11][N:10]=1

Participants

5

Reactant 4

HCID 1140TolueneHCID 3301EthylenediamineHCID 5362487SulfurHCID 23453963HCID 23453963, compound

Product 1

HCID 70592776HCID 70592776, compoundYield 75%

Procedure

26 g of 3-(4-chloromethylphenyl)-1,2-benzisothiazole, 6.4 g of sulfur and 300 ml of toluene are heated to 50° C. and 12 g of ethylenediamine are added slowly at this temperature. The reaction mixture is then stirred for 15 hours under reflux and is filtered hot, and the filtrate is cooled to 10°-15° C. 21 g of 3-(4-imidazolin-2-yl-phenyl)-1,2-benzisothiazole, melting at 177° C., are obtained. This corresponds to a yield of 75% of theory.

Workup

  1. temperatureunder reflux
  2. filtrationis filtered hot
  3. temperaturethe filtrate is cooled to 10°-15° C

Sources & evidence

ORD record
ord-f88e4f5a3c6b4a4aadfa880173c5d9d0
Source dataset
uspto-grants-1980_06
Patent number
US04206217

Reaction notes

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