Hydrochloric Acid → Naphtho(1,2-d)thiazol-2-amine, 4,5-dihydro-N-(2-(4-morpholinyl)ethyl)-, dihydrochloride

HRID 1768550ノート

反応式

HRID 1768550 の反応式
[C:1]([NH:9][C:10]([NH:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)=[S:11])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[ClH:23].Br[CH:25]1[CH2:34]CC2C(=CC=CC=2)[C:26]1=O>C(O)C>[ClH:23].[ClH:23].[O:18]1[CH2:19][CH2:20][N:15]([CH2:14][CH2:13][NH:12][C:10]2[S:11][C:26]3[CH2:25][CH2:34][C:7]4[C:2](=[CH:3][CH:4]=[CH:5][CH:6]=4)[C:1]=3[N:9]=2)[CH2:16][CH2:17]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 1011201(2H)-Naphthalenone, 2-bromo-3,4-dihydro-HCID 805795HCID 805795、化合物

生成物 1

HCID 3088648Naphtho(1,2-d)thiazol-2-amine, 4,5-dihydro-N-(2-(4-morpholinyl)ethyl)-, dihydrochloride

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3.66 g of N-benzoyl-N'-(morpholinoethyl)thiourea are refluxed in 17.5 ml of a 2.5N solution of sodium hydroxide under a nitrogen atmosphere for 15 minutes. After cooling, concentrated hydrochloric acid is added until the pH is 7. A solution of 3 g of 2-bromo-1,2,3,4-tetrahydronaphthalen-1-one in 20 ml of ethanol is added and the mixture is refluxed for 1 hour. After evaporation of the solvent, the residue is neutralized by the addition of sodium bicarbonate and extraction is carried out twice with methylene chloride. The organic phase is dried over magnesium sulfate and chromatographed on a silica column by elution with a methylene chloride/methanol mixture (95/5 vol/vol).

後処理

  1. temperatureAfter cooling
  2. temperaturethe mixture is refluxed for 1 hour
  3. customAfter evaporation of the solvent
  4. additionthe residue is neutralized by the addition of sodium bicarbonate and extraction
  5. dry with materialThe organic phase is dried over magnesium sulfate
  6. customchromatographed on a silica column by elution with a methylene chloride/methanol mixture (95/5 vol/vol)

出典と根拠

ORDレコード
ord-5812f9c376c94ec0a75dceca315dfed9
出典データセット
uspto-grants-1995_01
特許番号
US05378706

反応ノート

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