Hydrochloric Acid → 5-Amino-4-carbamoyl-2-methylbenzoic acid

HRID 906182ノート

反応式

HRID 906182 の反応式
[NH2:1][C:2]1[C:3]([C:13]([NH2:15])=[O:14])=[CH:4][C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+].Cl>CO>[NH2:1][C:2]1[C:3]([C:13](=[O:14])[NH2:15])=[CH:4][C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67403771Methyl 5-amino-4-(aminocarbonyl)-2-methylbenzoate

生成物 1

HCID 577483955-Amino-4-carbamoyl-2-methylbenzoic acid収率 61%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl 5-amino-4-(aminocarbonyl)-2-methylbenzoate (108 mg, 0.52 mmol) was dissolved in methanol (1.5 mL) and was treated with 1 M sodium hydroxide (1.5 mL, 1.5 mmol) for 1 h. The reaction mixture was concentrated to afford an aqueous residue that was acidified with 1N hydrochloric acid to pH ˜3. The precipitate was collected by filtration, washed with water, and dried in vacuo to afford 5-amino-4-carbamoyl-2-methylbenzoic acid (60.8 mg, 0.31 mmol, 61% yield). 1H NMR (400 MHz, d6-DMSO): δ 12.95 (br s, 1H), 7.99 (br s, 1H), 7.52 (s, 1H), 7.42 (br s, 1H), 7.35 (s, 1H), 4.75 (br s, 2H), 2.33 (s, 3H).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. customto afford an aqueous residue that
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-5c6fbb80b9994bbb8fdb393f6b0ab162
出典データセット
uspto-grants-2011_09
特許番号
US08012956B2

反応ノート

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