Hydrochloric Acid → 4-(Methoxymethyl)-1,3-thiazol-2-amine

HRID 252274

反応式

HRID 252274 の反応式
Br[CH2:2][C:3]([CH2:5]Br)=O.[NH2:7][C:8]([NH2:10])=[S:9].Cl.[CH3:12][OH:13]>O>[CH3:12][O:13][CH2:2][C:3]1[N:7]=[C:8]([NH2:10])[S:9][CH:5]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 699521,3-Dibromo-2-propanoneHCID 2723790Thiourea

生成物 1

HCID 230925274-(Methoxymethyl)-1,3-thiazol-2-amine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1,3-Dibromoacetone (15 g, 52 mmol) and thiourea (4.05 g, 53.2 mmol, 1.02 equiv.) in methanol were refluxed overnight. The reaction mixture was diluted with water and the pH was adjusted to 1 with HCl 25%, followed by extraction with ethyl acetate. The pH of the aqueous layer was adjusted to 8-9 using solid sodium carbonate. The aqueous layer was extracted with ethyl acetate, and the combined organic extracts were washed with brine, dried over magnesiumsulfat dihydrate, filtered and evaporated. The crude product was purified on silica-gel (NH2-modified) with ethyl acetate/n-heptane as eluent yielding a white solid: 340 mg. MS (ES) m/e 145 (M+H)

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. extractionThe aqueous layer was extracted with ethyl acetate
  3. washthe combined organic extracts were washed with brine
  4. dry with materialdried over magnesiumsulfat dihydrate
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude product was purified on silica-gel (NH2-modified) with ethyl acetate/n-heptane as eluent
  8. customyielding a white solid

出典と根拠

ORDレコード
ord-68b06c066e9c43f6a75255326bba087d
出典データセット
uspto-grants-2011_01
特許番号
US07868030B2

関連ノート

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