Ammonia → HCID 68276549、化合物

HRID 1050962ノート

反応式

HRID 1050962 の反応式
[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([F:12])=[CH:7][C:3]=1[C:4](O)=[O:5].Cl.C[N:15](C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.N.O1CCOCC1>C1COCC1>[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([F:12])=[CH:7][C:3]=1[C:4]([NH2:15])=[O:5]

参加物

7

反応物 5

HCID 222AmmoniaHCID 312751,4-DioxaneHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 289741642-amino-5-fluoro-3-methylbenzoic acid

生成物 1

HCID 68276549HCID 68276549、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-amino-5-fluoro-3-methyl-benzoic acid (4.80 g, 28.4 mmol) in THF (60 ml) is added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (10.9 g, 56.8 mmol), 1-hydroxybenzotriazole hydrate (4.34 g, 28.4 mmol) and ammonia as 5 M solution in dioxane (283 ml, 142 mmol). The resulting slurry is stirred for 3 hours. The reaction mixture is filtered through Celite and washed with THF. The filtrate is evaporated and partitioned between water and ethyl acetate. The organic phase is dried over sodium sulfate and evaporated. The residue is crystallized from 2-propanol to afford 2-amino-5-fluoro-3-methyl-benzamide as beige crystals; HPLC/MS 1.68 min (B), [M+H] 169.

後処理

  1. filtrationThe reaction mixture is filtered through Celite
  2. washwashed with THF
  3. customThe filtrate is evaporated
  4. custompartitioned between water and ethyl acetate
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customevaporated
  7. customThe residue is crystallized from 2-propanol

出典と根拠

ORDレコード
ord-78b12d4976024eb790fd21af79aa6770
出典データセット
uspto-grants-2016_07
特許番号
US09388142B2

反応ノート

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