Hydrochloric Acid → 5,6-Dimethylthieno[2,3-d]pyrimidine-2,4-diamine

HRID 44365

반응식

HRID 44365 반응식
N[C:2]1[S:3][C:4]([CH3:10])=[C:5]([CH3:9])[C:6]=1C#N.[C:11]([NH:13][C:14]([NH2:16])=[NH:15])#[N:12].Cl.[OH-].[Na+]>O>[CH3:9][C:5]1[C:6]2[C:11]([NH2:12])=[N:13][C:14]([NH2:16])=[N:15][C:2]=2[S:3][C:4]=1[CH3:10]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2902362-Amino-4,5-dimethyl-thiophene-3-carbonitrileHCID 178418324HCID 178418324, 화합물

생성물 1

HCID 126595335,6-Dimethylthieno[2,3-d]pyrimidine-2,4-diamine수율 5.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 2-amino-4,5-dimethylthiophene-3-carbonitrile (500 mg, 3.29 mmol), cyanoguanidine (276.6 mg, 3.29 mmol) and HCl (2 N, 1.5 mL) in water (10 mL) was refluxed under nitrogen for 2 h. The reaction mixture was cooled to room temperature, and basified with diluted NaOH aqueous solution to PH 7˜8. After evaporation of water, the residue was purified by preparative HPLC eluting with acetonitrile and water to give the title compound (33 mg, 5%). 1H NMR (400 MHz, DMSO-d6) δ2.22 (s, 3H), 2.27 (s, 3H), 5.85 (bs, 2H), 6.29 (bs, 2H). MS 195 (MH+).

후처리

  1. temperaturewas refluxed under nitrogen for 2 h
  2. customAfter evaporation of water
  3. customthe residue was purified by preparative HPLC
  4. washeluting with acetonitrile and water

출처 및 근거

ORD 기록
ord-2106847e217d4fd886bd312d278c22c4
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541421B2

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