Methanol → HCID 20155094, compound

HRID 364917Notes

Reaction equation

HRID 364917 reaction equation
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([N:16]=[C:17]=[S:18])=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[C:19]([NH:22][NH2:23])(=[O:21])[CH3:20].CO>O1CCCC1>[C:19]([NH:22][NH:23][C:17]([NH:16][C:12]1[CH:13]=[CH:14][C:15]2[N:3]([CH2:1][CH3:2])[C:4]3[C:9]([C:10]=2[CH:11]=1)=[CH:8][CH:7]=[CH:6][CH:5]=3)=[S:18])(=[O:21])[CH3:20]

Participants

5

Reactant 3

HCID 887MethanolHCID 14039AcetohydrazideHCID 50183729-ETHYL-3-ISOTHIOCYANATO-9H-CARBAZOLE

Product 1

HCID 20155094HCID 20155094, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3.8 g of 9-ethyl-3-isothiocyanatocarbazole was reacted with 1.1 g of acetylhydrazine in 30 ml of tetrahydrofuran at 60° C. for 2 hours. Then, 10 ml of methanol was added thereto and crystallization was conducted while cooling with ice. Crystals thus precipitated were collected by filtration, and recrystallized from CHCl3 /CH3OH (70 ml/200 ml) to obtain 2.4 g of the desired end compound. m.p. 197°-199° C.

Workup

  1. customcrystallization
  2. temperaturewhile cooling with ice
  3. customCrystals thus precipitated
  4. filtrationwere collected by filtration
  5. customrecrystallized from CHCl3 /CH3OH (70 ml/200 ml)
  6. customto obtain 2.4 g of the desired end compound

Sources & evidence

ORD record
ord-e705f94a8aa74e11a2ad2568994b31ee
Source dataset
uspto-grants-1986_08
Patent number
US04607006

Reaction notes

Loading…