2-Mercaptoethanol → 2-[(3,6-Dichloro-4-pyridazinyl)thio]ethanol

HRID 15152

反応式

HRID 15152 の反応式
[Cl:1][C:2]1[N:3]=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1Cl.[SH:10][CH2:11][CH2:12][OH:13].C(=O)(O)[O-].[Na+].ClCCl>O1CCCC1.C(N(CC)CC)C>[Cl:1][C:2]1[N:3]=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1[S:10][CH2:11][CH2:12][OH:13]

参加物

7

反応物 4

HCID 15672-MercaptoethanolHCID 6344DichloromethaneHCID 951233,4,6-TrichloropyridazineHCID 516892Sodium Bicarbonate

生成物 1

HCID 817660832-[(3,6-Dichloro-4-pyridazinyl)thio]ethanol

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8471Triethylamine溶媒

実験手順

A solution of 3,4,6-trichioropyridazine (25 g) in tetrahydrofuran (200 ml) and triethylamine (19 ml) was treated at 0° C. (ice bath cooling) with 2-mercaptoethanol (8.33 ml) over 5 minutes. After the addition was complete, the mixture was stirred at room temperature for 72 hours. The mixture was stirred with aqueous sodium bicarbonate solution and dichloromethane and the solid was collected, washed with water, ether and pentane and dried in vacuo, giving (22.9 g). The combined aqueous and organic fraction was evaporated to half volume giving further solid, which was washed and dried as above (5.0 g). The total yield of solid (27.9 g; 91%) contained some bromo-analogue (5-10%) by NMR.

後処理

  1. additionAfter the addition
  2. customthe solid was collected
  3. washwashed with water, ether and pentane
  4. customdried in vacuo
  5. customgiving (22.9 g)
  6. customThe combined aqueous and organic fraction was evaporated to half volume
  7. customgiving further solid, which
  8. washwas washed
  9. customdried as above (5.0 g)

出典と根拠

ORDレコード
ord-ac95521bbf7746a397c2d885666fc1aa
出典データセット
uspto-grants-2010_06
特許番号
US07732460B2

関連ノート

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