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Triethylamine → N-Methyl-N'-(4,5,6,7-tetrahydro-1-benzothiophen-4-yl)urea

HRID 1701187
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HRID 1701187 반응식
Cl.[S:2]1[CH:6]=[CH:5][C:4]2[CH:7]([NH2:11])[CH2:8][CH2:9][CH2:10][C:3]1=2.C(N(CC)CC)C.[CH3:19][N:20]=[C:21]=[O:22]>C1C=CC=CC=1>[CH3:19][NH:20][C:21]([NH:11][CH:7]1[C:4]2[CH:5]=[CH:6][S:2][C:3]=2[CH2:10][CH2:9][CH2:8]1)=[O:22]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 173886004,5,6,7-Tetrahydrobenzo[b]thiophen-4-amine hydrochloride

생성물 1

HCID 20348942N-Methyl-N'-(4,5,6,7-tetrahydro-1-benzothiophen-4-yl)urea

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of 1.89 grams (0.01 mole) of 4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride in 20 ml. of dry benzene is stirred while 1.05 grams (0.01 mole) of triethylamine and 01.7 ml. (excess) of methyl isocyanate are added successively. Addition of the latter gives rise to an exotherm, and the mixture becomes very pasty. The mixture is kept at 45° C. for one hour, and after cooling to room temperature, the solid is collected, washed thoroughly with benzene and then with water. On drying, this gives 1.7 grams (81%) of product, melting point 183° C. to 186° C. Recrystallization from acetone gives 1.23 grams, melting point 187.5° C. to 189° C.

후처리

  1. additionAddition of the latter
  2. customgives rise to an exotherm
  3. customthe solid is collected
  4. washwashed thoroughly with benzene
  5. customOn drying
  6. customRecrystallization from acetone
  7. customgives 1.23 grams, melting point 187.5° C. to 189° C.

출처 및 근거

ORD 기록
ord-68133e610bfe4d878819c4dfca58b2af
출처 데이터셋
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04191830

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