Diisopropylethylamine → tert-butyl N-[N-[2-(2,4,6-trimethylphenoxy)acetyl]carbamimidoyl]carbamate

HRID 873774노트

반응식

HRID 873774 반응식
[C:1]1([CH3:14])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[O:9][CH2:10][C:11]([OH:13])=O.C([N:18](C(C)C)CC)(C)C.N[N:25]([CH:33]=[NH:34])[C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29].O.ON1C2C=CC=CC=2N=N1.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1>CN(C)C=O>[NH:18]=[C:33]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])[NH:34][C:11](=[O:13])[CH2:10][O:9][C:2]1[C:1]([CH3:14])=[CH:6][C:5]([CH3:7])=[CH:4][C:3]=1[CH3:8]

참가 물질

7

반응물 5

HCID 81531DiisopropylethylamineHCID 8535732-(2,4,6-Trimethylphenoxy)acetic acidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 27960291-Hydroxybenzotriazole hydrateHCID 86691067Tert-butyl amino(imino)methylcarbamate

생성물 1

HCID 149434105tert-butyl N-[N-[2-(2,4,6-trimethylphenoxy)acetyl]carbamimidoyl]carbamate수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Mesityloxyacetic acid (89.3 g; 460 mmol), diisopropylethylamine (297.1 g; 2.3 mol), tert-butyl amino(imino)methylcarbamate (76.8 g; 480 mmol), and 1-hydroxybenzotriazole monohydrate (62.4 g; 460 mmol) were dissolved in N,N-dimethylformamide (1.0 L), 2-(1H)-benzotriazol-1-yl-1,1,3,3-tetramethyluronium hexafluorophosphate (183.1 g; 460 mmol) was added thereto, and the mixture was stirred for 25 hours at room temperature. The precipitated crystals were collected by filtration, washed with ethyl acetate and then dried to give 135.2 g of the title compound (yield 88%).

후처리

  1. filtrationThe precipitated crystals were collected by filtration
  2. washwashed with ethyl acetate
  3. customdried

출처 및 근거

ORD 기록
ord-650c628ffb51452bbb7f55b577ff821a
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975411B2

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