Water → HCID 20517877, compound

HRID 2198956Notes

Reaction equation

HRID 2198956 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[CH:5]2.[CH2:17]([S:33](Cl)(=[O:35])=[O:34])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].O>N1C=CC=CC=1>[CH2:17]([S:33]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[CH:5]2)(=[O:35])=[O:34])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

5

Reactant 3

HCID 962WaterHCID 969231-Hexadecanesulfonyl chlorideHCID 98371822-phenyl-1H-indol-5-amine

Product 1

HCID 20517877HCID 20517877, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

20.8 g of 5-amino-2-phenylindole are dissolved in 200 ml of pyridine, and 32.45 g of hexadecylsulfonyl chloride are added. After stirring for 2 hours at room temperature, a precipitate is obtained by the addition of water. The precipitate is suction filtered and washed with water. It is then stirred into methanol in the cold, suction filtered and recrystallized from ethanol with the addition of a saturated aqueous sodium dithionite solution. The precipitate is suction filtered, washed with water and a little methanol and dried. 47.4 g of the above mentioned compound are obtained.

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. stirringIt is then stirred into methanol in the cold, suction
  4. filtrationfiltered
  5. customrecrystallized from ethanol with the addition of a saturated aqueous sodium dithionite solution
  6. filtrationfiltered
  7. washwashed with water
  8. dry with materiala little methanol and dried
  9. customare obtained

Sources & evidence

ORD record
ord-da504edd1ecd402e96b58bc15290affd
Source dataset
uspto-grants-1982_11
Patent number
US04360581

Reaction notes

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