Hydrochloric Acid → N-methyl-S-methyl-N'-[2-(2-dimethylaminomethylthiazol-4-ylmethylthio)ethyl]isothiourea

HRID 279940

반응식

HRID 279940 반응식
[CH3:1][N:2]([CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[CH3:3].Cl.[CH3:16][N:17]=[C:18](SC)[S:19][CH3:20]>C(O)C>[CH3:16][NH:17][C:18](=[N:14][CH2:13][CH2:12][S:11][CH2:10][C:8]1[N:9]=[C:5]([CH2:4][N:2]([CH3:1])[CH3:3])[S:6][CH:7]=1)[S:19][CH3:20]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 140427N-Methyl-dithiocarbonimidic acid dimethyl esterHCID 109773182-(Dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazole

생성물 1

HCID 178484985N-methyl-S-methyl-N'-[2-(2-dimethylaminomethylthiazol-4-ylmethylthio)ethyl]isothiourea

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Two g. of 2-dimethylaminomethyl-4-(2-aminoethyl)thiomethylthiazole, 25 ml. of denatured ethanol, 0.72 ml. of concentrated hydrochloric acid and 1.16 g. of methylcarbonimidodithioic acid, dimethyl ester, were added to a flask and heated under reflux for 16 hours. The reaction mixture was then evaporated to an oily residue under vacuum, and the residue was taken up in 25 ml. of water and extracted with two 15 ml. portions of diethyl ether. The aqueous layer was cooled and 3 ml. of 50% aqueous sodium hydroxide was added. The aqueous solution was then extracted with two 20 ml. portions of diethyl ether, and the extract was evaporated to dryness under vacuum to obtain 2.0 g. of crude product, which was identified by its mass spectrum, showing a molecular ion of weight 318, and by its nuclear magnetic resonance spectrum; 'H NMR (CDCl3) δ7.07 (s, 1H), 3.87 (s, 2H), 3.75 (s, 2H), 3.42 (t, 2H), 2.75 (m, 2H) and 2.33 (s, 9H).

후처리

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. customThe reaction mixture was then evaporated to an oily residue under vacuum
  4. extractionof water and extracted with two 15 ml
  5. temperatureThe aqueous layer was cooled
  6. additionof 50% aqueous sodium hydroxide was added
  7. extractionThe aqueous solution was then extracted with two 20 ml
  8. customportions of diethyl ether, and the extract was evaporated to dryness under vacuum
  9. customto obtain 2.0 g

출처 및 근거

ORD 기록
ord-72cdfc7aea654aea82942ffa9d8ee6e6
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04587344

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