Acetyl chloride → HCID 70512849, compound

HRID 1632315Notes

Reaction equation

HRID 1632315 reaction equation
Cl.[CH:2]([S:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([OH:24])[CH:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH3:14])=[CH:8][CH:7]=1)([CH3:4])[CH3:3].[C:25]([Cl:28])(=[O:27])[CH3:26]>C1C=CC=CC=1>[ClH:28].[C:25]([O:24][CH:12]([C:9]1[CH:10]=[CH:11][C:6]([S:5][CH:2]([CH3:4])[CH3:3])=[CH:7][CH:8]=1)[CH:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH3:14])(=[O:27])[CH3:26]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 30169122-(Octylamino)-1-{4-[(propan-2-yl)sulfanyl]phenyl}propan-1-ol--hydrogen chloride (1/1)

Product 1

HCID 70512849HCID 70512849, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To 15 gr (40 mol) of 1-(4-isopropylthiophenyl)-2-n-octylamino-1-propanol hydrochloride, 12,6 gr (160 mmol) of acetyl chloride are added. Heating is provided for 1 hour at reflux temperature, then 30 ml of benzene are added, reflux being maintained for two further hours. When cooling, the resulting solution abandons a white solid. The latter is filtered, then recrystallised from benzene. The product then weighs 11.5 gr (28 mmol, 70%) and melt at 167.5° C.

Workup

  1. temperatureHeating
  2. customis provided for 1 hour
  3. temperatureat reflux temperature
  4. temperaturereflux
  5. temperaturebeing maintained for two further hours
  6. temperatureWhen cooling
  7. filtrationThe latter is filtered
  8. customrecrystallised from benzene
  9. custommelt at 167.5° C.

Sources & evidence

ORD record
ord-7c4e8b3f302e4802a39949c6e76981b6
Source dataset
uspto-grants-1984_10
Patent number
US04474977

Reaction notes

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