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Ammonium Hydroxide → HCID 58124866、化合物

HRID 1971680
ノート
印刷プレビュー

反応式

HRID 1971680 の反応式
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:15](=O)[C:16]([N:18]([CH2:22][CH2:23][N:24]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:25][C:26]#[C:27][C:28]3[S:29][CH:30]=[CH:31][CH:32]=3)[CH:19]([CH3:21])[CH3:20])=[O:17])[CH:9]2C(O)=O)=[CH:4][C:3]=1[O:41][CH3:42].C(N(CCC#CC1SC=CC=1)C(=O)C(N1CCC2C(=CC([N+]([O-])=O)=C(OC)C=2)C1C(OCC)=O)=O)(C)(C)C.C([O-])(=O)C.[Na+].[NH4+].[OH-]>C(OC(=O)C)(=O)C.O>[Br:1][C:2]1[C:3]([O:41][CH3:42])=[CH:4][C:5]2[CH2:6][CH2:7][N:8]3[C:15]4[C:16](=[O:17])[N:18]([CH:19]([CH3:20])[CH3:21])[CH2:22][CH2:23][N:24]([C:33]([O:35][C:36]([CH3:37])([CH3:38])[CH3:39])=[O:34])[CH2:25][C:26]=4[C:27]([C:28]4[S:29][CH:30]=[CH:31][CH:32]=4)=[C:9]3[C:10]=2[CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 14923Ammonium HydroxideHCID 517045Sodium AcetateHCID 58124791HCID 58124791、化合物HCID 58124835HCID 58124835、化合物

生成物 1

HCID 58124866HCID 58124866、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 7918
Acetic Anhydride
溶媒

実験手順

A solution of 600 mg of 10k in 8 ml of acetic anhydride and 1g of anhydrous sodium acetate was heated under N2 for 45 min at 100° C. The reaction mixture was cooled and 20 ml of water was added and the mixture was stirred for another 1 hr at ambient temperature. The reaction mixture was then treated with cold conc. aq. NH4OH to make it slightly basic and the product was extracted with ethyl acetate. The crude material thus isolated was purified by chromatography over silica gel, using a gradient of heptane/acetone as eluent. The product isolated, was triturated with diisopropyl ether and provided 350 mg of white crystalline 10l. Mp: 233-234° C., Rf 0.55 (toluene/ethylactetate 1/1). NMR (CDCl3) δ 1.25-1.45 (bs, 15, tertC4H9+isoC3H7), 3.87 (s, 3, OCH3), 4.65 (bm, 1, isoC3H7), 6.72 (bs, 1, Ar—H), 6.93 (bm, 1, thiophene-H), 7.15 (bm, 2, thiophene-H+Ar—H), 7.43 (bm, 1, thiophene-H).

後処理

  1. temperatureThe reaction mixture was cooled
  2. extractionthe product was extracted with ethyl acetate
  3. customThe crude material thus isolated
  4. customwas purified by chromatography over silica gel
  5. customThe product isolated
  6. customwas triturated with diisopropyl ether

出典と根拠

ORDレコード
ord-40547f73a7a54e5fad6287187125a8e0
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08431564B2

反応ノート

読み込み中…

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