HCID 10516606, compound → HCID 89700041, compound

HRID 1055681Notes

Reaction equation

HRID 1055681 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]=[C:24]([Cl:31])[C:23]=1[CH3:32]>>[Cl:31][C:24]1[C:23]([CH3:32])=[C:22]([NH:11][C:10]2[N:6]([CH2:5][CH:4]([O:18][CH2:19][CH3:20])[O:3][CH2:1][CH3:2])[N:7]=[C:8]([C:12]3[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=3)[CH:9]=2)[CH:27]=[C:26]([N+:28]([O-:30])=[O:29])[CH:25]=1

Participants

3

Reactant 2

HCID 10516606HCID 10516606, compoundHCID 59245469HCID 59245469, compound

Product 1

HCID 89700041HCID 89700041, compound

Procedure

Analogously to Example 13A/Step 1, 1.0 g (3.62 mmol) of the compound of Example 4A and 1.0 g (3.98 mmol) of 1-bromo-3-chloro-2-methyl-5-nitrobenzene gave 670 mg (42% of theory) of the title compound. The starting material 1-bromo-3-chloro-2-methyl-5-nitrobenzene can be prepared from 2-chloro-1-methyl-4-nitrobenzene by a process described in U.S. Pat. No. 5,877,191 for the preparation of 3-bromo-5-fluoro-4-methyl-1-nitrobenzene.

Sources & evidence

ORD record
ord-247c5a6089bb4d5784cdc429be392d1f
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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