ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

N-cyano-N'-phenylthiourea → HCID 178465973、化合物

HRID 847181
ノート
印刷プレビュー

反応式

HRID 847181 の反応式
[C:1]([NH:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=S)#[N:2].C(N=C(NC1C=CC=CC=1)N[C@@H]1C2C=C(C#N)C=CC=2OC(C)(C)[C@H]1O)#N.[C:40]([C:43]1[CH:44]=[CH:45][C:46]2[O:51][C:50]([CH3:53])([CH3:52])[CH:49]([OH:54])[CH:48]([NH2:55])[C:47]=2[CH:56]=1)(=[O:42])[CH3:41].Cl.CN(C)CCCCCN=C=N>CN(C)C=O>[C:40]([C:43]1[CH:44]=[CH:45][C:46]2[O:51][C:50]([CH3:53])([CH3:52])[C@@H:49]([OH:54])[C@H:48]([NH:55][C:4]([NH:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[N:3][C:1]#[N:2])[C:47]=2[CH:56]=1)(=[O:42])[CH3:41]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 4711553N-cyano-N'-phenylthioureaHCID 156348051-(4-Amino-3-hydroxy-2,2-dimethylchroman-6-yl)ethan-1-oneHCID 574828161-(3-Dimethylaminopropyl)-2-ethylcarbodiimide hydrochlorideHCID 178431174HCID 178431174、化合物

生成物 1

HCID 178465973HCID 178465973、化合物

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

The solution of N-cyano-N'-phenylthiourea (0.98 g, 5.5 mmol, compound of Example 3, part A) and 6-acetyl-3,4-dihydro-2,2-dimethyl-3-hydroxy-4-amino-2H-1-benzopyran (1.0 g, 4.25 mmol, prepared according to Evans et al., J. Med. Chem., 1983, 26, 1582 and J. Med. Chem., 1986, 29, 2194) in dimethylformamide (6 ml) under argon was treated with 1-(3-dimethylaminopropyl)-2-ethylcarbodiimide hydrochloride (1.1 g, 5.5 mmol). The reaction was stirred at room temperature for 2 hours and then partitioned between 10% citric acid and ethyl acetate. The aqueous phase was reextracted with ethyl acetate and the combined extracts were washed with water, sodium bicarbonate and brine. After drying over anhydrous magnesium sulfate, the solvent was evaporated and the residue was crystallized from ethyl acetate to yield the title compound (0.43 g), m.p. 182°-184° C.: 1H NMR (DMSO-d6) δ 9.45 (s, 1H), 7.82 (m, 3H), 7.44 (s, 3H), 7.25 (s, 1H), 6.96 (d, J=9.0 Hz, 1H), 6.0 (s, 1H), 5.1 (m, 1H), 4.15 (m, 1H), 3.8 (s, 1H), 2.61 (s, 3H), 1.52 (s, 3H), 1.29 (s, 3H); 13C NMR (CDCl3) δ 196.2, 159.3, 156.6, 137.6, 129.7, 129.1, 128.4, 124.7, 123.5, 123.3, 117.2, 116.6, 80.0, 71.2, 52.3, 26.7, 26.3, 18.6; IR (KBr) 3412.3, 2978.3, 2935.8, 2179.7, 1670.5, 1602.9, 1577.9, 1493.0, 1359.9, 1271.2, 1126.5 cm-1.

後処理

  1. custompartitioned between 10% citric acid and ethyl acetate
  2. washthe combined extracts were washed with water, sodium bicarbonate and brine
  3. dry with materialAfter drying over anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. customthe residue was crystallized from ethyl acetate

出典と根拠

ORDレコード
ord-d943fab05d9340b896c64cd4de716c1f
出典データセット
uspto-grants-1992_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05140031

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート