Benzene, 1-bromo-3-nitro- → HCID 89699720, compound

HRID 1055676Notes

Reaction equation

HRID 1055676 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]=[CH:26][CH:25]=[C:24]([N+:28]([O-:30])=[O:29])[CH:23]=1>>[CH2:1]([O:3][CH:4]([O:18][CH2:19][CH3:20])[CH2:5][N:6]1[C:10]([NH:11][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([N+:28]([O-:30])=[O:29])[CH:23]=2)=[CH:9][C:8]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[N:7]1)[CH3:2]

Participants

3

Reactant 2

HCID 11457Benzene, 1-bromo-3-nitro-HCID 10516606HCID 10516606, compound

Product 1

HCID 89699720HCID 89699720, compound

Procedure

Analogously to the process described under Example 6A/Step 1, 1.0 g (3.62 mmol) of the compound of Example 4A and 804 mg (3.98 mmol) of 1-bromo-3-nitrobenzene gave 1.26 g (87% of theory) of the title compound. In this case, chromatographic isolation of the product was by MPLC (mobile phase cyclohexane/ethyl acetate 1:2); subsequent trituration with diisopropyl ether was dispensed with.

Sources & evidence

ORD record
ord-aed3a1fb3989488aad20ba2114c93642
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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