2-Chloro-3-nitrothiophene → 2-Methyl-4-(3-nitrothiophen-2-yl)-1-trityl-1H-imidazole

HRID 1519981Notes

Reaction equation

HRID 1519981 reaction equation
[CH3:1][C:2]1[N:3]([C:20]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:4]=[C:5]([Sn](CCCC)(CCCC)CCCC)[N:6]=1.Cl[C:40]1[S:41][CH:42]=[CH:43][C:44]=1[N+:45]([O-:47])=[O:46]>>[CH3:1][C:2]1[N:3]([C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:4]=[C:5]([C:40]2[S:41][CH:42]=[CH:43][C:44]=2[N+:45]([O-:47])=[O:46])[N:6]=1

Participants

3

Reactant 2

HCID 2201862-Chloro-3-nitrothiopheneHCID 687851382-methyl-4-(Tributylstannyl)-1-trityl-1H-imidazole

Product 1

HCID 687869472-Methyl-4-(3-nitrothiophen-2-yl)-1-trityl-1H-imidazole

Procedure

The title compound was prepared from 2-methyl-4-(tributylstannyl)-1-trityl-1H-imidazole and 2-chloro-3-nitrothiophene using protocol E (3.43 g, 76% over 2 steps). Method [7] Retention time 8.87 min by HPLC (M+Na=474).

Sources & evidence

ORD record
ord-e926873b8c794145adadf6bf91453cf5
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

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