Diisopropylethylamine → [1,2,4]Triazolo[1,5-a]pyrimidin-2-amine, 5,7-dimethoxy-

HRID 479293ノート

反応式

HRID 479293 の反応式
C(=NC(=O)O[NH:6][C:7]1[N:12]=[C:11]([O:13][CH3:14])[CH:10]=[C:9]([O:15][CH3:16])[N:8]=1)=S.Cl.[NH2:19]O.C([N:24]([CH:27](C)C)CC)(C)C>C(O)C>[NH2:19][C:27]1[N:6]=[C:7]2[N:8]=[C:9]([O:15][CH3:16])[CH:10]=[C:11]([O:13][CH3:14])[N:12]2[N:24]=1

参加物

5

反応物 3

HCID 81531Diisopropylethylamine2 回HCID 443297Hydroxyamine hydrochlorideHCID 86758830(4,6-Dimethoxypyrimidin-2-yl)amino carbonothioylcarbamate

生成物 1

HCID 11194901[1,2,4]Triazolo[1,5-a]pyrimidin-2-amine, 5,7-dimethoxy-収率 82%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl [(4,6-dimethoxypyrimidin-2-yl)amino carbonothioylcarbamate (0.50 g, 1.7 mmol) was mixed with ethanol (5 mL). To this mixture was added hydroxylamine hydrochloride (0.12 g, 1.7 mmol) and diisopropylethyl-amine (0.30 mL, 1.7 mmol). The resulting mixture was allowed to stir at room temperature. After 2.5 hours, additional diisopropylethylamine (0.30 mL, 1.7 mmol) was added to the mixture. After 48 hours the ethanol was removed in vacuo and the residue was partitioned between H2O and Et2O to give a powder. The powder was filtered and dried to afford the product as a tan powder (0.27 g, 82%). mp 215-220° C. Anal: Cacld for C7H9N5O2: C, 43.08; H, 4.65; N, 35.88; O, 16.39; found: C, 39.88; H, 4.22; N, 32.00; O, 16.35. 1H NMR (DMSO-d6): δ 6.04 (s, 1H); 5.97 (br, 2H); 4.04 (s, 3H).

後処理

  1. customAfter 48 hours the ethanol was removed in vacuo
  2. customthe residue was partitioned between H2O and Et2O
  3. customto give a powder
  4. filtrationThe powder was filtered
  5. customdried

出典と根拠

ORDレコード
ord-a28c8d32c77742ac9c3cf875310ced93
出典データセット
uspto-grants-2003_11
特許番号
US06645918B1

反応ノート

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