1-(4-Amino-3,5-dichlorophenyl)-2-bromoethan-1-one → HCID 68876680, compound

HRID 491445Notes

Reaction equation

HRID 491445 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9](=[O:12])[CH2:10]Br)=[CH:4][C:3]=1[Cl:13].[CH3:14][O:15][C:16]1[CH:17]=[C:18]([C:24]2[C@@H:33]3[C@@H:28]([CH2:29][CH:30]=[CH:31][CH2:32]3)[C:27](=[O:34])[N:26]([CH:35]3[CH2:40][CH2:39][N:38](C4C=CC([N+]([O-])=O)=CC=4)[CH2:37][CH2:36]3)[N:25]=2)[CH:19]=[CH:20][C:21]=1[O:22][CH3:23]>O>[ClH:8].[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9](=[O:12])[CH2:10][N:38]2[CH2:39][CH2:40][CH:35]([N:26]3[N:25]=[C:24]([C:18]4[CH:19]=[CH:20][C:21]([O:22][CH3:23])=[C:16]([O:15][CH3:14])[CH:17]=4)[C@@H:33]4[C@@H:28]([CH2:29][CH:30]=[CH:31][CH2:32]4)[C:27]3=[O:34])[CH2:36][CH2:37]2)=[CH:4][C:3]=1[Cl:13]

Participants

4

Reactant 2

HCID 30158971-(4-Amino-3,5-dichlorophenyl)-2-bromoethan-1-oneHCID 10128150HCID 10128150, compound

Product 1

HCID 68876680HCID 68876680, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared from (4-Amino-3,5-dichloro-phenyl)-2-bromo-ethanone and starting compound A1 as described for compound 11. After the addition of water, the mixture is extracted with diethyl ether. The ether solution is dried over magnesium sulfate. After the addition of a saturated solution of hydrochloric acid in ether, the compound precipitates. Crystallisation from tetrahydrofurane. M.p. 206° C. (decomposition).

Workup

  1. extractionthe mixture is extracted with diethyl ether
  2. dry with materialThe ether solution is dried over magnesium sulfate
  3. additionAfter the addition of a saturated solution of hydrochloric acid in ether
  4. customthe compound precipitates
  5. customCrystallisation from tetrahydrofurane

Sources & evidence

ORD record
ord-5123f8103fc644e2b3b1f3c02e96ee11
Source dataset
uspto-grants-2009_05
Patent number
US07531540B2

Reaction notes

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