Hydrochloric Acid → 3,5-Didodecylthio-2-nitrobenzoic acid

HRID 1390521

반응식

HRID 1390521 반응식
Cl[C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]([CH:8]=[C:9](Cl)[CH:10]=1)[C:5]([OH:7])=[O:6].[CH2:15]([SH:27])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C(=O)([O-])[O-].[K+].[K+].Cl>C(O)C.O>[CH2:15]([S:27][C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]([CH:8]=[C:9]([S:27][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:10]=1)[C:5]([OH:7])=[O:6])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 81951-DodecanethiolHCID 11430Potassium CarbonateHCID 52108523,5-Dichloro-2-nitrobenzoic acid

생성물 1

HCID 233458853,5-Didodecylthio-2-nitrobenzoic acid

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

An amount of 236 g. (1 mole) 3,5-dichloro-2-nitrobenzoic acid (Step 1) and 424 g. (2.1 moles) 1-dodecanethiol in 1.5 liter ethanol and 1 liter water was purged with nitrogen for 15-30 min. Then 430 g. (3.1 moles) anhydrous potassium carbonate were added and the reaction mixture was refluxed under an atmosphere of nitrogen for 60-72 hr. After cooling to room temperature, the solution was poured slowly into a rapidly stirred mixture of 6 liters water, 360 ml. conc. HCl and crushed ice. The precipitated solid was collected and washed well with water. The yellow material was slurried in 2.7 liters of glacial acetic acid, filtered, washed with a small amount of glacial acetic acid and dried in vacuo at 45° C. An amount of 560 g. of the product was obtained, m.p. 74°-77° C.

후처리

  1. temperaturethe reaction mixture was refluxed under an atmosphere of nitrogen for 60-72 hr
  2. customThe precipitated solid was collected
  3. washwashed well with water
  4. filtrationfiltered
  5. washwashed with a small amount of glacial acetic acid
  6. customdried in vacuo at 45° C
  7. customof the product was obtained

출처 및 근거

ORD 기록
ord-98acedd289b6497e84ea06aff3299e2b
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04139389

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