Thiosemicarbazide → 4-(3,4-Dichlorophenyl)-2-hydrazinylthiazole

HRID 2380752

反応式

HRID 2380752 の反応式
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].[Cl:6][C:7]1[CH:8]=[C:9]([CH2:14][C:15](Br)=O)[CH:10]=[CH:11][C:12]=1[Cl:13]>O1CCOCC1>[Cl:6][C:7]1[CH:8]=[C:9]([C:14]2[N:5]=[C:3]([NH:2][NH2:1])[S:4][CH:15]=2)[CH:10]=[CH:11][C:12]=1[Cl:13]

参加物

4

反応物 2

HCID 2723789ThiosemicarbazideHCID 866423703,4-Dichlorophenylacetyl bromide

生成物 1

HCID 71740714-(3,4-Dichlorophenyl)-2-hydrazinylthiazole

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of a thiosemicarbazide (10 mmol, 0.91 g) and 3,4-dichlorophenylacetyl bromide (10 mmol, 2.68 g) in dioxane (20 mL) was stirred at room temperature for 16 h. The precipitate of hydrobromide salt was filtered and washed with dioxane (3×10 mL) basified with 2N Na2CO3 (20 mL). The product was filtered, washed with water and dried (2.08 g, 80%). The product was generally satisfactory for further reaction. 1H NMR (400 MHz) δ 8.67 (s, 1H, NH), 8.00 (d, J=1.6 Hz, 1H), 7.76 (dd, J=1.6 Hz, J=8.4 Hz, 1H), 7.60 (d, J=8.4 Hz, 1H), 7.31 (s), 1H MS+(APCI), 259.68, (M+1; calcd 258.97 (M+)

後処理

  1. filtrationThe precipitate of hydrobromide salt was filtered
  2. washwashed with dioxane (3×10 mL)
  3. filtrationThe product was filtered
  4. washwashed with water
  5. customdried (2.08 g, 80%)
  6. customThe product was generally satisfactory for further reaction

出典と根拠

ORDレコード
ord-5cd2ac8b052e4ca09fd45ebe0d67200c
出典データセット
uspto-grants-2012_09
特許番号
US08257931B2

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