Hydrochloric Acid → HCID 19101024、化合物

HRID 1198642ノート

反応式

HRID 1198642 の反応式
[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]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 53716136HCID 53716136、化合物

生成物 1

HCID 19101024HCID 19101024、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b6ceb4b1ce5248919803c91be6fd463d
出典データセット
uspto-grants-1994_01
特許番号
US05281619

反応ノート

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