Triethylamine → HCID 178432028, compound

HRID 1788933Notes

Reaction equation

HRID 1788933 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[N:10]2[CH:11]=[CH:12][C:13]3[C:18]([C:9]2=[N:8][C:7]=1[CH3:20])=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19].C(N(CC)CC)C.Cl[C:29]1[C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=2[S:31](=[O:39])(=[O:38])[N:30]=1>C(O)C>[Cl:19][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:13]=1[CH:12]=[CH:11][N:10]1[C:6]([CH2:5][S:4][CH2:3][CH2:2][NH:1][C:29]3[C:33]4[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=4[S:31](=[O:38])(=[O:39])[N:30]=3)=[C:7]([CH3:20])[N:8]=[C:9]12

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 64783Pseudosaccharin chlorideHCID 13821844HCID 13821844, compound

Product 1

HCID 178432028HCID 178432028, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 3-(2-aminoethyl)thiomethyl-7-chloro-2-methylimidazo[2,1-a]isoquinoline (1.5 g) and triethylamine (0.5 g) in ethyl alcohol (35 ml) was added portionwise 3-chloro-1,2-benzisothiazole-1,1dioxide (1.0 g). After being stirred at ambient temperature for 1 hour, the resulting precipitate was collected by filtration and washed several times with ethyl alcohol to give 3-[2-[(7-chloro-2-methylimidazo[2,1-a]isoquinolin-3-yl)methylthio]ethylamino]-1,2-benzisothiazole-1,1-dioxide (2.2 g).

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed several times with ethyl alcohol

Sources & evidence

ORD record
ord-a2572d18a38f4d67add05b3833facf30
Source dataset
uspto-grants-1987_08
Patent number
US04686227

Reaction notes

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