1H-Indole, 1-ethyl-2-methyl- → HCID 20442778, compound

HRID 355166Notes

Reaction equation

HRID 355166 reaction equation
[C:1]1([C:7]2[NH:8][C:9]3[C:14]([C:15]=2[C:16](=[O:24])[C:17]([Cl:23])=[C:18]([Cl:22])[C:19](O)=[O:20])=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:25]([N:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=[C:28]1[CH3:36])[CH3:26]>C(OC(=O)C)(=O)C>[C:1]1([C:7]2[NH:8][C:9]3[C:14]([C:15]=2[C:16]2([C:29]4[C:30]5[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=5)[N:27]([CH2:25][CH3:26])[C:28]=4[CH3:36])[O:24][C:19](=[O:20])[C:18]([Cl:22])=[C:17]2[Cl:23])=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 1704321H-Indole, 1-ethyl-2-methyl-HCID 54180223HCID 54180223, compound

Product 1

HCID 20442778HCID 20442778, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 7.0 g (0.02 mole) of 4-(2-phenyl-3-indolyl)-2,3-dichloro-4-oxo-2-butenoic acid (prepared in part A above), 3.5 g (0.02 mole) of 1-ethyl-2-methylindole and 200 ml of acetic anhydride was stirred at ambient temperature in an atmosphere of air for approximately seventeen hours. The pale blue solid that formed was collected by filtration and dried in vacuo at 60° C. to obtain 5-(2-phenyl-3-indolyl)-5-(1-ethyl-2-methyl-3-indolyl)-3,4-dichloro-2(5H)-furanone (Formula V: R=Y=Y1 =H; R1 =C6H5 ; R2 =CH3CH2 ; R3 =CH3) as a tan-colored solid which started to sinter at 213° C. and was completely melted at 225° C.

Workup

  1. customThe pale blue solid that formed
  2. filtrationwas collected by filtration
  3. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-e0540021c070425bb766d79316ae2e46
Source dataset
uspto-grants-1983_03
Patent number
US04377698

Reaction notes

Loading…