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

HRID 1719357

反応式

HRID 1719357 の反応式
[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

参加物

7

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-761dbe1bd0824287872a0f56aeaa2a36
出典データセット
uspto-grants-1985_09
特許番号
US04539406

関連ノート

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