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Hydrochloric Acid → Methyl (4,6-dimethoxy-1,3,5-triazin-2-yl)carbamate

HRID 542683
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HRID 542683 반응식
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([O:10][CH3:11])[N:3]=1.[H-].[Na+].[CH3:14][O:15][C:16](=O)[O:17]C.Cl>O1CCCC1>[CH3:9][O:8][C:6]1[N:5]=[C:4]([O:10][CH3:11])[N:3]=[C:2]([NH:1][C:16](=[O:17])[O:15][CH3:14])[N:7]=1
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 12021Dimethyl CarbonateHCID 24758Sodium hydrideHCID 278402-Amino-4,6-dimethoxy-1,3,5-triazine

생성물 1

HCID 12803256Methyl (4,6-dimethoxy-1,3,5-triazin-2-yl)carbamate수율 57.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매
2회

실험 절차

2-Amino-4,6-dimethoxy-1,3,5-triazine (55.3 g) was added portionwise to 50% sodium hydride (38.0 g) in 1000 ml dry tetrahydrofuran at ambient temperature under nitrogen. After the reaction mixture was stirred for 1.25 hours, dimethylcarbonate (50.0 g) was added dropwise. The reaction mixture was stirred 16 hours at ambient temperature under nitrogen and concentrated hydrochloric acid (68 ml) was slowly added followed by 100 ml tetrahydrofuran. Insoluble material was removed via filtration and discarded. The filtrate was dried and the solvent removed under reduced pressure to give a solid which upon crystallization from ethanol afforded 43.9 g of the tital compound, m.p. 118°-122° C.

후처리

  1. stirringThe reaction mixture was stirred 16 hours at ambient temperature under nitrogen
  2. customInsoluble material was removed via filtration
  3. customThe filtrate was dried
  4. customthe solvent removed under reduced pressure
  5. customto give a solid which
  6. customupon crystallization from ethanol

출처 및 근거

ORD 기록
ord-d5243c0a63c7401981cd15cdf632fc53
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04659368

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