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2-Furanmethanaminium, N,N,N-trimethyl-, iodide (1:1) → HCID 21520115, 화합물

HRID 1282792
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HRID 1282792 반응식
[SH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:18](=[O:21])(=[O:20])[NH2:19])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]([OH:7])=[O:6].C(=O)([O-])[O-].[K+].[K+].[I-].C[N+](C)(C)[CH2:31][C:32]1[O:36][CH:35]=[CH:34][CH:33]=1.[OH-].[Na+]>C(OCCOCCOCC)C>[O:36]1[CH:35]=[CH:34][CH:33]=[C:32]1[CH2:31][S:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:18](=[O:21])(=[O:20])[NH2:19])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]([OH:7])=[O:6]
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6

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HCID 109372-Furanmethanaminium, N,N,N-trimethyl-, iodide (1:1)HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 21520079HCID 21520079, 화합물

생성물 1

HCID 21520115HCID 21520115, 화합물

시약·촉매·용매 1

HCID 8179Diethylene glycol diethyl ether
용매

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온도
110 °C

실험 절차

To a solution of 3-mercapto-4-phenoxy-5-sulfamylbenzoic acid (1.6 g) in diethylene glycol diethyl ether (15 ml), anhydrous potassium carbonate (0.5 g) and trimethylfurfurylammonium iodide (2 g) were added. The resulting mixture is stirred at 110°C. for 4 hours, cooled and poured into 0.3 N sodium hydroxide (75 ml). After extraction twice with diethyl ether, the aqueous layer is adjusted to pH 3 by addition of acetic acid. The reaction product is extracted with ethyl acetate, and the resulting organic solution is evaporated in vacuo. The residue is triturated with aqueous acetone giving rise to crystallisation. The 3-(2-furylmethylthio)-4-phenoxy-5-sulfamylbenzoic acid thus obtained is recrystallized from aqueous ethanol and dried. The compound is obtained with a melting point of 214°-216°C.

후처리

  1. temperaturecooled
  2. extractionAfter extraction twice with diethyl ether
  3. additionthe aqueous layer is adjusted to pH 3 by addition of acetic acid
  4. extractionThe reaction product is extracted with ethyl acetate
  5. customthe resulting organic solution is evaporated in vacuo
  6. customThe residue is triturated with aqueous acetone giving rise to crystallisation

출처 및 근거

ORD 기록
ord-feedc16270024ab79d3caeb56f5b3a20
출처 데이터셋
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03972886

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