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

HRID 1809279

반응식

HRID 1809279 반응식
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

참가 물질

8

반응물 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 14798Sodium Hydroxide2회HCID 11329250Saflufenacil-N-desmethyl

생성물 1

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

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-397b50e6bcb84bc0af2e5b2267ee1c98
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362026B2

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