Water → N-Methyl-N'-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)urea

HRID 372274ノート

反応式

HRID 372274 の反応式
Cl.[O:2]=[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]([NH2:13])[CH2:5][CH2:4]1.C(N(CC)CC)C.[CH3:21][N:22]=[C:23]=[O:24].O>O1CCCC1>[CH3:21][NH:22][C:23]([NH:13][CH:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3](=[O:2])[CH2:4][CH2:5]1)=[O:24]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 203273204-Amino-1,2,3,4-tetrahydronaphthalen-1-one hydrochloride

生成物 1

HCID 20327317N-Methyl-N'-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)urea

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred mixture of 10 g of 1,2,3,4-tetrahydro-4-oxo-1-naphthylamine hydrochloride in 200 ml of dry tetrahydrofuran (THF) under a nitrogen atmosphere, 76 ml of triethylamine is added dropwise. The mixture is stirred for an additional 5 minutes, and 3 ml of methylisocyanate is added dropwise. The reaction mixture is stirred for 1 hour at room temperature and the solid collected. The filter cake is washed with THF and then with 3 × 50 ml of water. The THF filtrate is concentrated in vacuo to afford some product. The water-insoluble solid is air dried to afford 8.8 g of the title compound melting point 219°-221° C. Recrystallization from about 150 ml of methanol yeilds 7.4 g of the above product, melting point 220°-223° C.

後処理

  1. stirringThe reaction mixture is stirred for 1 hour at room temperature
  2. customthe solid collected
  3. washThe filter cake is washed with THF
  4. concentrationThe THF filtrate is concentrated in vacuo
  5. customto afford some product
  6. customdried

出典と根拠

ORDレコード
ord-f1990120165a47a684e236befdb5b50f
出典データセット
uspto-grants-1978_05
特許番号
US04089976

反応ノート

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