Triethylamine → N-methyl[[(2-methylpropyl)(2-thioxo-1,3,2-benzodioxaphosphol-2-yl)amino]thio]carbamic fluoride

HRID 223444

反応式

HRID 223444 の反応式
[CH3:1][CH:2]([CH3:15])[CH2:3][NH:4][P:5]1(=[S:14])[O:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[O:6]1.C(N(CC)CC)C.Cl[S:24][N:25]([CH3:29])[C:26]([F:28])=[O:27]>O1CCCC1.CCOCC>[CH3:29][N:25]([S:24][N:4]([CH2:3][CH:2]([CH3:15])[CH3:1])[P:5]1(=[S:14])[O:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[O:6]1)[C:26]([F:28])=[O:27]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 12922862N-chlorothio(methyl)carbamoyl fluorideHCID 20475425N-(2-methylpropyl)-2-thioxo-1,3,2-benzodioxaphosphol-2-amine

生成物 1

HCID 53825165N-methyl[[(2-methylpropyl)(2-thioxo-1,3,2-benzodioxaphosphol-2-yl)amino]thio]carbamic fluoride

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 N-(2-methylpropyl)-2-thioxo-1,3,2-benzodioxaphosphol-2-amine (17.2 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 carbamic fluoride II''' of Example 5. This crude carbamoyl fluoride product is suitable for reaction with methyl N-hydroxyethanimidothioate as in Example 5.

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

出典と根拠

ORDレコード
ord-3deef1dcbe454f8ba2039eedbd5a7fdc
出典データセット
uspto-grants-1982_10
特許番号
US04354975

関連ノート

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