Triethylamine → O,O-diethyl isopropyl[[(fluorocarbonyl)methylamino]thio]phosphoramidothioate

HRID 1277897

反応式

HRID 1277897 の反応式
[CH:1]([NH:4][P:5](=[S:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8])([CH3:3])[CH3:2].C([N:15]([CH2:18]C)CC)C.ClSN(C)[C:23]([F:25])=[O:24].ON=C([S:31]C)C>O1CCCC1.CCOCC>[CH:1]([N:4]([S:31][NH:15][CH2:18][C:23]([F:25])=[O:24])[P:5](=[S:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8])([CH3:3])[CH3:2]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 92243Methyl N-hydroxyethanimidothioateHCID 778771Phosphoramidothioic acid, (1-methylethyl)-, O,O-diethyl esterHCID 12922862N-chlorothio(methyl)carbamoyl fluoride

生成物 1

HCID 86737875O,O-diethyl isopropyl[[(fluorocarbonyl)methylamino]thio]phosphoramidothioate

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of O,O-diethyl isopropylphosphoramidothioate (14.9 g, 70.8 mmol) and triethylamine (9.8 ml, 70.8 mmol) in tetrahydrofuran (50 ml) is added dropwise over 10 minutes to a solution of N-chlorothio(methyl)carbamoyl fluoride (10.2 g, 70.8 mmol) in tetrahydrofuran (50 ml) cooled in an ice bath. After the addition the mixture is stirred for 1.5 hours at 0°, diluted with ether (200 ml), washed with ice cold water, dried over sodium sulfate and concentrated under reduced pressure. The residue shows identical absorptions in the ir and pmr spectra for νC=O and N--CH3 as obtained for the yellow oil that is intermediate II1 of Example 1. The crude II1 product is suitable for reaction with methyl N-hydroxyethanimidothioate as in Example 1.

後処理

  1. temperaturecooled in an ice bath
  2. additionAfter the addition the mixture
  3. washwashed with ice cold water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customas obtained for the yellow oil that

出典と根拠

ORDレコード
ord-848c4b730a084bd193a4dc25b2092381
出典データセット
uspto-grants-1981_07
特許番号
US04279839

関連ノート

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