Dimethylformamide → HCID 23336597, compound

HRID 903567Notes

Reaction equation

HRID 903567 reaction equation
[Cl:1][C:2]1[C:3](O)=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2.CN(C)C=O.C(N(CC)CC)C.[CH3:25][N:26]([CH3:30])[C:27](Cl)=[S:28]>O>[Cl:1][C:2]1[C:3]([C:27](=[S:28])[N:26]([CH3:30])[CH3:25])=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 27871Dimethylthiocarbamoyl chlorideHCID 23336539HCID 23336539, compound

Product 1

HCID 23336597HCID 23336597, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To (122 g., 0.68 m.) 8-chloro-7-hydroxyisoquinoline in 180 ml. of dimethylformamide was added (450 g., 4.5 m.) triethylamine followed by (140 g., 0.87 m) dimethylthiocarbamoyl chloride. The mixture was stirred for four hours at room temperature and then poured into 5400 ml. of water. The resulting solid was collected by filtration, dried, dissolved in chloroform, dried with sodium sulfate and evaporated to yield 8-chloro-7-dimethylthiocarbamoylisoquinoline.

Workup

  1. additionpoured into 5400 ml
  2. filtrationThe resulting solid was collected by filtration
  3. customdried
  4. dissolutiondissolved in chloroform
  5. dry with materialdried with sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-b44091b21a8544a6a9d50c716183a5f5
Source dataset
uspto-grants-1980_10
Patent number
US04228170

Reaction notes

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