3-Bromothiophene → HCID 10800660, compound

HRID 1603853Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.Br[C:14]1[CH:18]=[CH:17][S:16][CH:15]=1.BrC1SC=CC=1>>[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH:7][C:14]2[CH:18]=[CH:17][S:16][CH:15]=2)=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1

Participants

Reactant 3

HCID 133833-Bromothiophene

HCID 138512-Bromothiophene

HCID 667934-Methoxy-2-nitroaniline

Product 1

HCID 10800660HCID 10800660, compound

Procedure

Reaction of 4-methoxy-2-nitroaniline (X: R=4-OMe) and 3-bromothiophene (XI: R'=3-Br) as described above for Example 55, but for only 6 hours, gave 4-methoxy-2-nitro-N-(3-thienyl)aniline (XIV: R'=4-OMe, 3-thienyl) (71%): mp (EtOAc/petroleum ether) 121-123° C.

Sources & evidence

ORD record: ord-e496aa8350264b87b6519e4184902c4f
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05990146

Reaction notes

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