Benzene → HCID 22748409, compound

HRID 1390183Notes

Reaction equation

HRID 1390183 reaction equation
[Na][Na].[Br-].[Al+3].[Br-].[Br-].Cl.[N+:8]([C:11]1[CH:42]=[CH:41][C:14]([O:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([NH:23][C:24](=[O:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:17]=2)=[CH:13][CH:12]=1)([O-:10])=[O:9].[CH:43]1C=CC=CC=1>>[N+:8]([C:11]1[CH:42]=[CH:41][C:14]([O:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:43])=[C:18]([NH:23][C:24](=[O:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:17]=2)=[CH:13][CH:12]=1)([O-:10])=[O:9]

Participants

6

Reactant 5

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 141233DisodiumHCID 166749BromhydrolHCID 22748394HCID 22748394, compound

Product 1

HCID 22748409HCID 22748409, compound

Procedure

Coupler (15): A mixture of 5 g of the intermediate prepared in the above procedure and 5 g of aluminum bromide was refluxed under heating in anhydrous benzene for 16 hours and then by treating the product with dilute hydrochloric acid, 4-(4-nitrophenoxy)-2-hexadecanoylaminophenol having a melting point of 96-97° C was obtained. The solvent used for the recrystallization was methanol. Then, by following the same procedure as in the synthesis of Coupler (1) in Synthesis Example 1, the desired coupler was obtained.

Workup

  1. temperaturewas refluxed
  2. customwas obtained
  3. customThe solvent used for the recrystallization
  4. customas in the synthesis of Coupler (1)
  5. customin Synthesis Example 1
  6. customthe desired coupler was obtained

Sources & evidence

ORD record
ord-d21f363ebac24ceda13fcb395d341037
Source dataset
uspto-grants-1979_02
Patent number
US04138258

Reaction notes

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