Diethyl Ether → 5-Cyano-4-Propionyl-2-propyl-1-tritylimidazole

HRID 265166Notes

Reaction equation

HRID 265166 reaction equation
[CH2:1]([C:4]1[N:5]([C:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:6]([C:11]#[N:12])=[C:7]([C:9]#N)[N:8]=1)[CH2:2][CH3:3].[CH2:32]([Mg]Br)[CH3:33].C([O:38]CC)C>>[C:11]([C:6]1[N:5]([C:13]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:4]([CH2:1][CH2:2][CH3:3])=[N:8][C:7]=1[C:9](=[O:38])[CH2:32][CH3:33])#[N:12]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 190361222-Propyl-1-tritylimidazole-4,5-dicarbonitrileHCID 178418443HCID 178418443, compound

Product 1

HCID 190362235-Cyano-4-Propionyl-2-propyl-1-tritylimidazole

Procedure

Following a procedure similar to that described in Preparation 15, but using 8.05 g of 2-propyl-1-tritylimidazole-4,5-dicarbonitrile (prepared as described in Preparation 14) and 14 ml of a 3M solution of ethylmagnesium bromide in diethyl ether, 7.03 g of the title compound were obtained as crystals, melting an 96° C. (softening at 87° C.).

Workup

  1. customthat described in Preparation 15

Sources & evidence

ORD record
ord-31eb67aa923c4803bb44123c52c4e214
Source dataset
uspto-grants-1997_07
Patent number
US05646171

Reaction notes

Loading…