2-Bromo-1-chloro-4-nitrobenzene → HCID 89700356, compound

HRID 1055678Notes

Reaction equation

HRID 1055678 reaction equation
[CH2:1]([O:3][CH:4]([O:18][CH2:19][CH3:20])[CH2:5][N:6]1[C:10]([NH2:11])=[CH:9][C:8]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[N:7]1)[CH3:2].Br[C:22]1[CH:27]=[C:26]([N+:28]([O-:30])=[O:29])[CH:25]=[CH:24][C:23]=1[Cl:31]>>[Cl:31][C:23]1[CH:24]=[CH:25][C:26]([N+:28]([O-:30])=[O:29])=[CH:27][C:22]=1[NH:11][C:10]1[N:6]([CH2:5][CH:4]([O:18][CH2:19][CH3:20])[O:3][CH2:1][CH3:2])[N:7]=[C:8]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[CH:9]=1

Participants

3

Reactant 2

HCID 27355492-Bromo-1-chloro-4-nitrobenzeneHCID 10516606HCID 10516606, compound

Product 1

HCID 89700356HCID 89700356, compound

Procedure

Analogously to the process described in Example 9A/Step 1, 1.0 g (3.62 mmol) of the compound of Example 4A and 941 mg (3.98 mmol) of 1-bromo-2-chloro-5-nitrobenzene gave 1.26 g (80% of theory) of the title compound. In this case, the reaction time in the microwave reactor was 1 h at a temperature of 140° C. Chromatographic isolation of the product was by MPLC (mobile phase cyclohexane/ethyl acetate 1:2).

Sources & evidence

ORD record
ord-1c59b605352243b2875061f1073b7ed3
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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