Carbon Disulfide → HCID 58336531, compound

HRID 918802Notes

Reaction equation

HRID 918802 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:22])[C:9]([N:11]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:13]=[CH:12]1)=[O:10])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:42](=S)=[S:43]>C1(C)C=CC=CC=1>[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:22])[C:9]([N:11]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:13]=[CH:12]1)=[O:10])=[C:42]=[S:43]

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 11776TriphenylphosphineHCID 44252358HCID 44252358, compound

Product 1

HCID 58336531HCID 58336531, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

To a compound 48 (0.85 mmol) in anhydrous toluene (20 mL) was added triphenylphosphine (1 mmol) and reaction mixture was stirred at 50° C. for 2 h. Carbondisulfide (10 mmol) was added and the stirring continued at 50° C. for 4 h. Reaction was cooled to r.t. and solvent was evaporated on Rotavapor to give a crude compound which on purification by Biotage SP1 gave a pure isothiocyante 49.

Workup

  1. waitthe stirring continued at 50° C. for 4 h
  2. customReaction
  3. temperaturewas cooled to r.t.
  4. customsolvent was evaporated on Rotavapor

Sources & evidence

ORD record
ord-1fc12bf65f814bf28a0763330ed57e9f
Source dataset
uspto-grants-2016_03
Patent number
US09271962B2

Reaction notes

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