Triethylamine → HCID 54027428, compound

HRID 1939387Notes

Reaction equation

HRID 1939387 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]=O)=[C:9]1[Cl:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][S:21]([CH2:24][C:25]#[N:26])(=[O:23])=[O:22].C(N(CC)CC)C>C1COCC1>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]=[C:24]([S:21]([CH3:20])(=[O:23])=[O:22])[C:25]#[N:26])=[C:9]1[Cl:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471Triethylamine2×HCID 75283(Methylsulfonyl)acetonitrile2×HCID 105639332-Chloro-1-benzyl-1H-indole-3-carboxaldehyde

Product 1

HCID 54027428HCID 54027428, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 1 g of 1-benzyl-2-chloroindole-3-carbaldehyde, dissolved in 25 ml of THF, was added 930 mg of methylsulfonylacetonitril and 1.6 g of triethylamine. After 24 hours another 1 g of methylsulfonylacetonitril and 0.3 g of triethylamine was added, and the mixture was stirred for 6 days. The precipitate was collected by filtration to give (4a). Yield 1.1 g of (4a), m.p. 206° C.

Workup

  1. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-9cb57472cce74a81b695a71413cd1e47
Source dataset
uspto-grants-1997_12
Patent number
US05696148

Reaction notes

Loading…