Benzene → HCID 178463286, compound

HRID 461033Notes

Reaction equation

HRID 461033 reaction equation
P(Cl)(Cl)([Cl:3])=O.Cl.[CH3:7][CH:8]([NH2:21])[C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.Cl.[CH:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[ClH:3].[C:12]1([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:13]=[CH:14][C:9]([CH:8]([N:21]=[C:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH2:23][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][NH:21]2)[CH3:7])=[CH:10][CH:11]=1

Participants

5

Reactant 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 24813Phosphorus oxychlorideHCID 13012106HCID 13012106, compound

Product 1

HCID 178463286HCID 178463286, compound

Procedure

To 5.0 g (25 m mole) of 2-azatridecanone in 100 ml of benzene is added dropwise 3.9 g (25 m mole) of phosphorous oxychloride and the mixture stirred at room temperature for a period of 4 hours. α-Methyl-p-phenylbenzylamine hydrochloride, 5.3 g (23 m mole), is added and stirred at room temperature for 1 hour and refluxed for an additional 4 hours. Hydrochloric acid, 2N, is added and the benzene layer separated, dried over sodium sulfate, and evaporated to dryness. The crude product is crystallized from acetone, M.P. 135°-142° C.

Workup

  1. stirringstirred at room temperature for 1 hour
  2. temperaturerefluxed for an additional 4 hours
  3. customthe benzene layer separated
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness
  6. customThe crude product is crystallized from acetone, M.P. 135°-142° C.

Sources & evidence

ORD record
ord-48650dffa9f3451eac0ffbc6cd947b36
Source dataset
uspto-grants-1977_12
Patent number
US04061746

Reaction notes

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