Iodine → HCID 15294637, 화합물

HRID 35899노트

반응식

HRID 35899 반응식
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11](=[O:21])[CH:12]=[C:13]([SH:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.II.C(N(CC)CC)C>C(Cl)Cl>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]1[C:11](=[O:21])[CH:12]=[C:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[S:20]1

참가 물질

5

반응물 3

HCID 807IodineHCID 8471TriethylamineHCID 86748655N-(2-benzothiazolyl)-3-mercapto-3-phenylpropenamide

생성물 1

HCID 15294637HCID 15294637, 화합물수율 36.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A mixture of 0.250 g (0.800 mmol) N-(2-benzothiazolyl)-3-mercapto-3-phenylpropenamide and 10 mL methylene chloride was stirred at room temperature. Added was 0.203 g (0.800 mmol) iodine dissolved in 10 mL methylene chloride and the mixture stirred 5 mins. Added next was 0.5 mL (excess) triethylamine and the mixture stirred for one hour. Solvent was evaporated and the residue dissolved in ethyl acetate and washed with water. The organic layer was dried, filtered and solvent was evaporated. The resulting solid was recrystallized from absolute ethanol to provide 0.090 g (0.290 mmol, 36%) N-(2-benzothiazolyl)-5-phenyl-4-isothiazolin-3-one as a very pale, yellow solid, mp=201°-202° C. NMR (CDCl3 /TMS): 6.6 (s, 1H)7.3-7.95 (m, 9H). IR (Nujol): 1680. High resolution mass spectrum: Calculated; 311.031282. Measured; 311.030775. Anal. calcd. for C16H10N2OS2 : C 61.91, H 3.25, N 9.03, S 20.66; Found C 61.82, H 3.14, N 8.97, S 20.55.

후처리

  1. additionAdded
  2. stirringthe mixture stirred 5 mins
  3. additionAdded next
  4. stirringthe mixture stirred for one hour
  5. customSolvent was evaporated
  6. dissolutionthe residue dissolved in ethyl acetate
  7. washwashed with water
  8. customThe organic layer was dried
  9. filtrationfiltered
  10. customsolvent was evaporated
  11. customThe resulting solid was recrystallized from absolute ethanol

출처 및 근거

ORD 기록
ord-e640c352e245456b8a8c6d72153d204f
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411977

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