Resazurin → HCID 178515439、化合物

HRID 1006741ノート

反応式

HRID 1006741 の反応式
[CH:1]1[C:6]([OH:7])=[CH:5][C:4]2[O:8][C:9]3[C:15](=[N+:16]([O-])[C:3]=2[CH:2]=1)[CH:14]=[CH:13][C:11](=[O:12])[CH:10]=3>O.[NH4+].[OH-].[Zn]>[OH:7][C:6]1[CH:5]=[C:4]2[C:3](=[CH:2][CH:1]=1)[N:16]=[C:15]1[C:9](=[CH:10][C:11](=[O:12])[C:13]([CH2:4][CH2:5][CH2:6][OH:7])=[CH:14]1)[O:8]2

参加物

5

反応物 1

HCID 11077Resazurin

生成物 1

HCID 178515439HCID 178515439、化合物

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 962Water溶媒HCID 14923Ammonium Hydroxide溶媒

実験手順

The crude resazurin compound was suspended in a mixture of 200 mL of water and 50 mL of conc. NH4OH. Zinc dust (2.0 g) was added and the suspension was stirred for 20 min. The resultant purple mixture was filtered, the filtrate was vigorously stirred on air to oxidize the leuco resorufin, the product of partial over reduction. The reaction was acidified with acetic acid, the brown solid formed was collected by filtration washed with water and dried. The yield was 2.1 g. The material contained ˜50% of 2,3,4-trihydro-2H-pyrano[3,2-b]phenoxazin-9-one, product of intramolecular cyclization which had been carried over from the first step. The rest of the material was the desired title compound 35.

後処理

  1. filtrationThe resultant purple mixture was filtered
  2. stirringthe filtrate was vigorously stirred on air
  3. customthe brown solid formed
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-e587c7737a6348ad902b1289b1fd2031
出典データセット
uspto-grants-2004_09
特許番号
US06790945B2

反応ノート

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