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

HRID 1156504

반응식

HRID 1156504 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-adef3b2ce42f4ad88e7b2a40b6515635
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04336207

연결된 노트

불러오는 중…