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

HRID 873774ノート

反応式

HRID 873774 の反応式
[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]

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-650c628ffb51452bbb7f55b577ff821a
出典データセット
uspto-grants-2015_03
特許番号
US08975411B2

反応ノート

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