1-Cyclopentene-1-carboxylic acid → HCID 178429205、化合物

HRID 568814

反応式

HRID 568814 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[NH:7][C:6](=[O:12])[C:5]2([CH3:14])[CH3:13].[C:15]1([C:20](O)=O)[CH2:19][CH2:18][CH2:17][CH:16]=1>>[CH3:13][C:5]1([CH3:14])[C:4]2[C:8](=[CH:9][C:10]3[NH:11][C:20]([C:15]4[CH2:19][CH2:18][CH2:17][CH:16]=4)=[N:1][C:2]=3[CH:3]=2)[NH:7][C:6]1=[O:12]

参加物

3

反応物 2

HCID 959641-Cyclopentene-1-carboxylic acidHCID 135892372H-Indol-2-one, 5,6-diamino-1,3-dihydro-3,3-dimethyl-

生成物 1

HCID 178429205HCID 178429205、化合物

実験手順

Analogously to Example 11, a mixture of 0.48 g. 5,6-diamino-3,3-dimethylindolin-2-one and 0.31 g. (1-cyclopenten-1-yl)-carboxylic acid is well stirred up with 4.5 g. warm polyphosphoric acid and then stirred for 30 minutes in a bath with a temperature of 200° C. After cooling, the reaction mixture is triturated with ice water, adjusted to pH 7-8 with concentrated aqueous ammonia solution and insoluble material is filtered off with suction, washed with water and dried, 0.51 g. of crude product thereby being obtained. This is repeatedly triturated with 6 ml. amounts of methanol, 0.25 g. of substance thereby remaining undissolved. This product is triturated three times with 6 ml. amounts of a mixture of methylene chloride/methanol (1:1 v/v), 0.14 g. of the desired title compound thereby being obtained which, per mole, still contains 2/3 mole methanol and 1 mole water; m.p. 233°-235° C.

後処理

  1. additionAnalogously to Example 11, a mixture of 0.48 g
  2. temperatureAfter cooling
  3. customthe reaction mixture is triturated with ice water
  4. filtrationis filtered off with suction
  5. washwashed with water
  6. customdried
  7. customof crude product thereby being obtained
  8. customThis is repeatedly triturated with 6 ml
  9. customThis product is triturated three times with 6 ml
  10. additionamounts of a mixture of methylene chloride/methanol (1:1 v/v), 0.14 g

出典と根拠

ORDレコード
ord-263c974627b54a3ca252358991ab89cd
出典データセット
uspto-grants-1988_03
特許番号
US04730003

関連ノート

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