Carbon Disulfide → HCID 20155093, compound

HRID 2413672Notes

Reaction equation

HRID 2413672 reaction equation
[C:1](=S)=[S:2].[NH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:21]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[S:15][C:14]2[C:9]1=[CH:10][CH:11]=[CH:12][CH:13]=2.C(N(CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[N:4]([CH2:5][CH2:6][CH2:7][N:8]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=2[S:15][C:16]2[C:21]1=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:1]=[S:2]

Participants

6

Reactant 4

HCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 11079240HCID 11079240, compound

Product 1

HCID 20155093HCID 20155093, compoundYield 124.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

4.2 g of carbon disulfide was added dropwise to a solution of 12.8 g of 10-(3-aminopropyl)phenothiazine and 7.7 ml of triethylamine in 100 ml of tetrahydrofuran. After stirring the solution at room temperature for 2 hours, a solution of 11.3 g of dicyclohexylcarbodiimide in 20 ml of tetrahydrofuran was added dropwise thereto, and the reaction was conducted at room temperature for 5 hours. After concentration, ethyl acetate was added to the concentrate, and the crystals precipitated were collected by filtration, and the filtrate was concentrated to obtain 18.6 g of the desired compound (oily).

Workup

  1. waitthe reaction was conducted at room temperature for 5 hours
  2. concentrationAfter concentration, ethyl acetate
  3. additionwas added to the concentrate
  4. customthe crystals precipitated
  5. filtrationwere collected by filtration
  6. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-42735380106744be9aa519d65efa2915
Source dataset
uspto-grants-1988_01
Patent number
US04719174

Reaction notes

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