Hydrochloric Acid → 5,6,7,8-Tetrahydroquinoline-8-carbothioamide

HRID 1719357

반응식

HRID 1719357 반응식
[N:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[NH2-].[Li+].[Li]C1C2N=CC=CC=2CCC1.[SiH3][N:25]=[C:26]=[S:27].Cl>O>[N:1]1[C:10]2[CH:9]([C:26](=[S:27])[NH2:25])[CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 24532Lithium amideHCID 663355,6,7,8-TetrahydroquinolineHCID 139732Silyl isothiocyanateHCID 178506835HCID 178506835, 화합물

생성물 1

HCID 122782125,6,7,8-Tetrahydroquinoline-8-carbothioamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 5,6,7,8-tetrahydroquinoline (0.01 mole) in the solvent indicated (approx. 15 ml) at 0° C. under nitrogen was treated with an alkyl lithium or a lithium amide (0.01 mole). To this solution of the 5,6,7,8-tetrahydro-8-lithioquinoline was added, at around 0° C. under nitrogen, the silyl isothiocyanate (0.01 mole) and the mixture was stirred 15 minutes. H2O (10 ml) and 2N HCl (15 ml) were added and the acid layer was separated and washed with ethyl acetate. The aqueous solution was basified (Na2CO3) and extracted with chloroform. The chloroform extracts were dried (MgSO4) and evaporated to give the 5,6,7,8-tetrahydroquinoline-8-thiocarboxamide. In this manner the thioamides in the table were prepared.

후처리

  1. customat 0° C.
  2. customthe acid layer was separated
  3. washwashed with ethyl acetate
  4. extractionextracted with chloroform
  5. dry with materialThe chloroform extracts were dried (MgSO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-761dbe1bd0824287872a0f56aeaa2a36
출처 데이터셋
uspto-grants-1985_09
특허 번호
US04539406

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