2-Iodothiophene → tert-Butyl 2-nitro-4-(thiophen-2-yl)phenylcarbamate

HRID 1061923Notes

Reaction equation

HRID 1061923 reaction equation
[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11](I)=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2].B1(B2OC(C)(C)C(C)(C)O2)OC(C)(C)C(C)(C)O1.I[C:38]1[S:39][CH:40]=[CH:41][CH:42]=1>>[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:38]2[S:39][CH:40]=[CH:41][CH:42]=2)=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 189212-IodothiopheneHCID 2733548Bis(pinacolato)diboraneHCID 23554339Tert-butyl (4-iodo-2-nitrophenyl)carbamate

Product 1

HCID 59736984tert-Butyl 2-nitro-4-(thiophen-2-yl)phenylcarbamate

Procedure

Prepared from (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example A1), bis(pinacolato)diboron and 2-iodothiophene according to the general procedure C. Obtained as a yellow solid (91 mg).

Sources & evidence

ORD record
ord-cde91e76883248e291850554e1a38110
Source dataset
uspto-grants-2005_11
Patent number
US06960578B2

Reaction notes

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