Hydrochloric Acid → HCID 19101024, 화합물

HRID 1198642노트

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HRID 1198642 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:13]([C:14]#[N:15])=[C:12]([N:16]=[CH:17]OCC)[O:11][C:10]3[C:21]4[C:26]([CH:27]=[CH:28][C:9]2=3)=[CH:25][CH:24]=[CH:23][CH:22]=4)=[CH:4][C:3]=1[N+:29]([O-:31])=[O:30].[BH4-].[Na+].Cl.O>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:13]([C:14]#[N:15])=[C:12]([NH:16][CH3:17])[O:11][C:10]3[C:21]4[C:26]([CH:27]=[CH:28][C:9]2=3)=[CH:25][CH:24]=[CH:23][CH:22]=4)=[CH:4][C:3]=1[N+:29]([O-:31])=[O:30]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 53716136HCID 53716136, 화합물

생성물 1

HCID 19101024HCID 19101024, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-(4-Chloro-3-nitrophenyl)-2-ethoxymethyleneamino-4H-naphtho[1,2-b]pyran-3-carbonitrile (4.3 g) was dissolved in tetrahydrofuran (70 ml), and to this solution, with stirring, was added sodium borohydride (2.7 g), in portions. After one hour the suspension was cooled in ice-water and 1 molar hydrochloric acid (20 ml) was added dropwise, followed by water (200 ml). A yellow product was filtered off, washed with water and dried. This material was dissolved in hot chloroform and passed down a chloroform--`flash silica` column. Fractions containing product were bulked, evaporated to dryness, and triturated with ether to give 4-(4-chloro-3-nitrophenyl)-2-methylamino-4H-naphtho[1,2-b]pyran-3-carbonitrile, m.p. 278.5°-279° C.

후처리

  1. filtrationA yellow product was filtered off
  2. washwashed with water
  3. customdried
  4. dissolutionThis material was dissolved in hot chloroform
  5. additionFractions containing product
  6. customevaporated to dryness
  7. customtriturated with ether

출처 및 근거

ORD 기록
ord-b6ceb4b1ce5248919803c91be6fd463d
출처 데이터셋
uspto-grants-1994_01
특허 번호
US05281619

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