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Ammonium Hydroxide → HCID 58124866, 화합물

HRID 1971680
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HRID 1971680 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 14923Ammonium HydroxideHCID 517045Sodium AcetateHCID 58124791HCID 58124791, 화합물HCID 58124835HCID 58124835, 화합물

생성물 1

HCID 58124866HCID 58124866, 화합물

시약·촉매·용매 2

HCID 962Water용매
HCID 7918
Acetic Anhydride
용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-40547f73a7a54e5fad6287187125a8e0
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431564B2

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