Acetic Acid → HCID 14279665、化合物

HRID 2291772ノート

反応式

HRID 2291772 の反応式
[NH2:1][C:2]1[C:3]([F:16])=[CH:4][C:5]2[O:10][CH2:9][C:8](=[O:11])[N:7]([CH2:12][C:13]#[N:14])[C:6]=2[CH:15]=1.[C:17]1(=O)[O:22][C:20](=[O:21])[CH:19]2[CH2:23][CH2:24][CH:25]=[CH:26][CH:18]12.C(O)(=O)C>O>[C:13]([CH2:12][N:7]1[C:6]2[CH:15]=[C:2]([N:1]3[C:20](=[O:21])[C:19]4[CH2:23][CH2:24][CH2:25][CH2:26][C:18]=4[C:17]3=[O:22])[C:3]([F:16])=[CH:4][C:5]=2[O:10][CH2:9][C:8]1=[O:11])#[N:14]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 127266013a,4,5,7a-Tetrahydro-2-benzofuran-1,3-dioneHCID 14347817HCID 14347817、化合物

生成物 1

HCID 14279665HCID 14279665、化合物収率 73.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

6-amino-4-cyanomethyl-7-fluoro-2H-1,4-benzoxazin-3(4H)-one (0.5 g), tetrahydrophthalic anhydride (0.38 g) and acetic acid (10 ml) were mixed with each other, then the mixture was refluxed under heating for 3 hours. After the liquor was allowed to cool, it was added to water (40 ml), and separating crystals were collected by filtration, and then the crystals were dissolved in dichloromethane (30 ml). The dichloromethane solution was washed with a saturated solution of sodium bicarbonate, and water, in that order, and then dehydrated with anhydrous sodium sulfate, and subsequently concentrated. Separated crystals were washed with a small amount of ether to give the desired 2-[4-cyanomethyl-7-fluoro-2H-1,4-benzoxazin-3(4H)-on 6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione (0.59 g). mp. 227°-229° C.

後処理

  1. temperaturewas refluxed
  2. temperatureunder heating for 3 hours
  3. temperatureto cool
  4. customseparating crystals
  5. filtrationwere collected by filtration
  6. dissolutionthe crystals were dissolved in dichloromethane (30 ml)
  7. washThe dichloromethane solution was washed with a saturated solution of sodium bicarbonate, and water, in that order
  8. concentrationsubsequently concentrated
  9. customSeparated crystals
  10. washwere washed with a small amount of ether

出典と根拠

ORDレコード
ord-9fa03911a1d5483792a705c41cbef472
出典データセット
uspto-grants-1989_01
特許番号
US04798620

反応ノート

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