Water → 3-Phenylpyrimidine-2,4(1H,3H)-dione

HRID 1809279

反応式

HRID 1809279 の反応式
Cl[C:2]1[CH:18]=[C:17](F)[C:16]([N:20]2[C:25](=[O:26])[CH:24]=[C:23](C(F)(F)F)[NH:22][C:21]2=[O:31])=[CH:15][C:3]=1C(NS(N(C)C(C)C)(=O)=O)=O.S(OC)(OC)(=O)=O.O.[OH-].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1.C1COCC1>[C:16]1([N:20]2[C:25](=[O:26])[CH:24]=[CH:23][NH:22][C:21]2=[O:31])[CH:15]=[CH:3][CH:2]=[CH:18][CH:17]=1

参加物

8

反応物 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 14798Sodium Hydroxide2 回HCID 11329250Saflufenacil-N-desmethyl

生成物 1

HCID 138630213-Phenylpyrimidine-2,4(1H,3H)-dione

試薬・触媒・溶媒 3

HCID 74236Tetrabutylammonium Bromide触媒HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

50.0 g (0.098 mol) of 2-chloro-5-[3,6-dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-4-fluoro-N-{[methyl(1-methylethyl)amino]sulfonyl}benzamide, 3.2 g (0.0089 mol) of tetrabutylammonium bromide (=TBAB) and 15.1 g (0.12 mol) of dimethyl sulfate were introduced into the reaction vessel at 25° C. in a mixture of toluene, water and THF, and the mixture was heated to 40° C. Thereafter, a pH of 5.3-5.5 was established in the reaction mixture by addition of aqueous 10% strength NaOH solution. During the entire duration of the reaction, more aqueous 10% strength NaOH solution was added so that the pH during the entire course of the reaction was constantly at the pH which had been established beforehand. After the reaction had ended, stirring of the reaction mixture was continued for 3.5 h at 40° C. The phases were subsequently separated.

後処理

  1. additionwas added so that the pH during the entire course of the reaction
  2. customThe phases were subsequently separated

出典と根拠

ORDレコード
ord-397b50e6bcb84bc0af2e5b2267ee1c98
出典データセット
uspto-grants-2013_01
特許番号
US08362026B2

関連ノート

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