Hydrochloric Acid → HCID 20525783, compound

HRID 1702681Notes

Reaction equation

HRID 1702681 reaction equation
[CH2:1]([NH:17][C:18]1[CH:28]=[CH:27][C:21]([CH2:22][CH2:23][C:24](O)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(Cl)[Cl:30].[ClH:32]>COCCOC>[ClH:30].[CH2:1]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([CH2:22][CH2:23][C:24]([Cl:32])=[O:25])=[CH:27][CH:28]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 20525746HCID 20525746, compound

Product 1

HCID 20525783HCID 20525783, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A solution of 37.6 g. of 4-hexadecylaminohydrocinnamic acid, prepared as described in Example 4, in 1200 ml. of methylene chloride and 300 ml. of 1,2-dimethoxyethane is stirred under reflux while hydrogen chloride gas is bubbled in for 1 hour. The mixture is then treated with 65.5 g. of thionyl chloride and stirred under reflux for another 1 hour. The dark solution is evaporated in vacuo to yield 4-(hexadecylamino)hydrocinnamoyl chloride hydrochloride.

Workup

  1. customis bubbled in for 1 hour
  2. additionThe mixture is then treated with 65.5 g
  3. temperatureunder reflux for another 1 hour
  4. customThe dark solution is evaporated in vacuo

Sources & evidence

ORD record
ord-1479990a05a34597886856a08f5f0680
Source dataset
uspto-grants-1982_09
Patent number
US04348399

Reaction notes

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