Water → 6-(4-Amino-2,6-dichloro-phenoxy)-4-isopropyl-2-methyl-2H-pyridazin-3-one

HRID 1157254ノート

反応式

HRID 1157254 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N:21]2C(=O)C3C(=CC=CC=3)C2=O)[CH:5]=[C:6]([Cl:20])[C:7]=1[O:8][C:9]1[CH:14]=[C:13]([CH:15]([CH3:17])[CH3:16])[C:12](=[O:18])[N:11]([CH3:19])[N:10]=1.C(N)CCC.O>CO>[NH2:21][C:4]1[CH:5]=[C:6]([Cl:20])[C:7]([O:8][C:9]2[CH:14]=[C:13]([CH:15]([CH3:16])[CH3:17])[C:12](=[O:18])[N:11]([CH3:19])[N:10]=2)=[C:2]([Cl:1])[CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 8007ButylamineHCID 598345522-[3,5-Dichloro-4-(5-isopropyl-1-methyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-isoindole-1,3-dione

生成物 1

HCID 598344456-(4-Amino-2,6-dichloro-phenoxy)-4-isopropyl-2-methyl-2H-pyridazin-3-one収率 74.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 2-[3,5-dichloro-4-(5-isopropyl-1-methyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-isoindole-1,3-dione (66) (64 g, 139.6 mmol) in methanol (500 mL) was treated with butylamine (34.67 mL, 349 mmol). The mixture was heated to reflux for 1.5 h. At this time, the reaction was cooled to room temperature and treated dropwise with water (384 mL). The resulting solids were collected by filtration, washed with a 1:1 solution of methanol/water (180 mL) followed by water (250 mL) and dried under vacuum to afford 6-(4-amino-2,6-dichloro-phenoxy)-4-isopropyl-2-methyl-2H-pyridazin-3-one (67) (34.12 g, 74.4%) as an off-white solid; ES(+)-LRMS for C14H15Cl2N3O2 (M+H)+ at m/z=328. Exact Mass=327.0541; Molecular Weight=328.20.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1.5 h
  3. filtrationThe resulting solids were collected by filtration
  4. washwashed with a 1:1 solution of methanol/water (180 mL)
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-20a61adc08c84de5976e501c68421bfe
出典データセット
uspto-grants-2010_10
特許番号
US07807674B2

反応ノート

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