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2,5-Dimethyl-1,3-benzoxazol-6-amine → 2-Amino-5-(m-dioctadecylcarbamoylbenzenesulfonamido)-p-cresol hydrochloride

HRID 647226
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HRID 647226 반응식
[NH2:1][C:2]1[C:11]([CH3:12])=[CH:10][C:5]2[N:6]=C(C)[O:8][C:4]=2[CH:3]=1.[CH2:13]([N:31]([CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61])[C:32](=[O:43])[C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([S:39]([Cl:42])(=[O:41])=[O:40])[CH:34]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>N1C=CC=CC=1.ClCCl>[ClH:42].[NH2:6][C:5]1[C:4]([OH:8])=[CH:3][C:2]([NH:1][S:39]([C:35]2[CH:36]=[CH:37][CH:38]=[C:33]([C:32](=[O:43])[N:31]([CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH:34]=2)(=[O:41])=[O:40])=[C:11]([CH3:12])[CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 204858572,5-Dimethyl-1,3-benzoxazol-6-amineHCID 204858833-(Dioctadecylcarbamoyl)benzene-1-sulfonyl chloride

생성물 1

HCID 204858602-Amino-5-(m-dioctadecylcarbamoylbenzenesulfonamido)-p-cresol hydrochloride수율 90%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 6-amino-2,5-dimethylbenzoxazole (14.8 g, 0.1 mol) in 100 ml of pyridine and 500 ml of dichloromethane was added N,N-dioctadecyl-3-chlorosulfonylbenzamide (72.4 g, 0.1 mol). The mixture was stirred overnight and then washed with water, 10 percent aqueous hydrochloric acid and again with water. To the organic layer was added 10 ml of hydrochloric acid, 300 ml of water and 1000 ml of THF. The mixture was stirred overnight and the precipitate collected, washed with acetonitrile and nearly dried. The damp filter cake was placed in 2 liters of THF and 50 ml of concentrated hydrochloric acid and refluxed 2 hours. The mixture was concentrated to an oil and triturated with one liter of acetonitrile to yield 77.5 g (90 percent) of the product.

후처리

  1. washwashed with water, 10 percent aqueous hydrochloric acid and again with water
  2. additionTo the organic layer was added 10 ml of hydrochloric acid, 300 ml of water and 1000 ml of THF
  3. stirringThe mixture was stirred overnight
  4. customthe precipitate collected
  5. washwashed with acetonitrile
  6. customnearly dried
  7. temperature50 ml of concentrated hydrochloric acid and refluxed 2 hours
  8. concentrationThe mixture was concentrated to an oil
  9. customtriturated with one liter of acetonitrile

출처 및 근거

ORD 기록
ord-e48d67ee87cf4e0da7720534815dfd34
출처 데이터셋
uspto-grants-1983_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04407930

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