Sodium Hydroxide → HCID 86056607、化合物

HRID 2222196

反応式

HRID 2222196 の反応式
[N:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH3:13])[CH:5]=1)=[C:2]=[S:3].Cl.[CH:15]([NH2:17])=[NH:16].[OH-].[Na+]>C1COCC1>[NH2:17][CH:15]=[N:16][C:2]([NH:1][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH3:13])[CH:5]=1)=[S:3]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 1418564-Isothiocyanato-1,2-dimethoxybenzeneHCID 10313058Methanimidamide, hydrochloride (1:1)

生成物 1

HCID 86056607HCID 86056607、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 10 g (51.2 mmol) 4-isothiocyanato-1,2-dimethoxybenzene in 51 ml THF at 0° C. was treated with 5.1 g (63.3 mmol) formamidine hydrochloride and 63.3 ml 1N NaOH and allowed to stirr for 3 h after which the mixture was concentrated. 500 ml ethyl acetate and 100 ml water was added and the precipitate was filtered off and dried to yield the intermediate 1-[1-Amino-methylidene]-3-(3,4-dimethoxy-phenyl)-thiourea (MH+ 240.2) which was used without further purification. The thiourea was taken up in 50 ml THF and treated with 8.55 g (51.2 mmol) ethyl bromoacetate and 14.2 ml NEt3 and stirred at room temperature for 16 h and at 50° C. for 8 h. The mixture was concentrated and extracted with CHCl3. The organic layer was washed with aqueous Na2CO3 (1M) and saturated NaCl solution, dried with MgSO4 and evaporated. The residue was purified with reversed phase preparative HPLC to yield 4.04 g (26%) of the title compound.

後処理

  1. concentrationafter which the mixture was concentrated
  2. addition500 ml ethyl acetate and 100 ml water was added
  3. filtrationthe precipitate was filtered off
  4. customdried

出典と根拠

ORDレコード
ord-65ad4c00c6574d14bfb7644af5a81612
出典データセット
uspto-grants-2008_05
特許番号
US07371751B2

関連ノート

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