Hydrochloric Acid → HCID 70595930, compound

HRID 1706142Notes

Reaction equation

HRID 1706142 reaction equation
[Cl:1][CH2:2][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].[NH2:19][CH2:20][CH2:21][CH2:22][NH2:23].Cl>C1(C)C=CC=CC=1>[ClH:1].[NH:19]1[CH:20]=[CH:21][CH2:22][NH:23][CH:2]1[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

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 4281,3-PropanediamineHCID 5362487SulfurHCID 23453963HCID 23453963, compound

Product 1

HCID 70595930HCID 70595930, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

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. 15 g of 1,3-diaminopropane are added slowly at the same temperature. The reaction mixture is then stirred for 20 hours under reflux. 20 g of hydrogen chloride gas are then passed in over one hour, the mixture is cooled to room temperature and the resulting solid is filtered off. After recrystallization from water in the presence of active charcoal, 18 g of 3-[4-tetrahydropyrimidin-2-yl)-phenyl]-1,2-benzisothiazole hydrochloride, melting, with decomposition, at 314° C., are obtained. The yield corresponds to 54.6% of theory.

Workup

  1. temperatureunder reflux
  2. customare then passed in over one hour
  3. filtrationthe resulting solid is filtered off
  4. customAfter recrystallization from water in the presence of active charcoal, 18 g of 3-[4-tetrahydropyrimidin-2-yl)-phenyl]-1,2-benzisothiazole hydrochloride
  5. custommelting, with decomposition, at 314° C.
  6. customare obtained

Sources & evidence

ORD record
ord-bc8df0ecb48e493f974dc28a00910015
Source dataset
uspto-grants-1980_06
Patent number
US04206217

Reaction notes

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