(+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate

Base Information

• Chemical Name: (+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate
• CAS No.: 116891-20-4
• Molecular Formula: C₁₇H₁₈N₂O₄
• Molecular Weight: 314.341
• Mol file: 116891-20-4.mol

Synonyms:

Chemical Property of (+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate

There total 10 articles about (+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C24H24N2O5 → (+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate (116891-20-4)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 24h; Heating;

DOI:10.1139/v88-009

Reference yield:

cis-1,3-cyclopentanedicarboxylic acid anhydride (6054-16-6) → (+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate (116891-20-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) r.t., 19 h; 2.) 2 deg C, 12 days

2: 26.2 g / thionyl chloride, pyridine, DMF / benzene / 2 h / Heating

3: 16.01 g / NH₃ / benzene / 0.5 h

4: 85.7 percent / lithium borohydride / tetrahydrofuran / 2 h / Heating

5: 74 percent / Ba(OH)2*8H₂O, bromine / H₂O / 1.) r.t., 2 h; 2.) 50-65 deg C, 1.25 h

6: 43 percent / benzene; dimethylformamide / Ambient temperature

7: 69 percent / 2N H₂SO₄ / 0.5 h / Heating

8: 0.85 g / pyridine / 48 h / 55 °C

9: 0.449 g / 1M hydrochloric acid / ethanol; H₂O / 24 h / Heating

With pyridine; hydrogenchloride; barium dihydroxide; lithium borohydride; thionyl chloride; sulfuric acid; ammonia; bromine; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1139/v88-009

Reference yield:

cis-1,3-cyclopentanedicarboxylic acid (876-05-1,826-02-8) → (+/-)-1--2,4(1H,3H)-pyrimidinedione benzoate (116891-20-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 79 percent / acetic anhydride / 0.5 h / Heating

2: 1.) r.t., 19 h; 2.) 2 deg C, 12 days

3: 26.2 g / thionyl chloride, pyridine, DMF / benzene / 2 h / Heating

4: 16.01 g / NH₃ / benzene / 0.5 h

5: 85.7 percent / lithium borohydride / tetrahydrofuran / 2 h / Heating

6: 74 percent / Ba(OH)2*8H₂O, bromine / H₂O / 1.) r.t., 2 h; 2.) 50-65 deg C, 1.25 h

7: 43 percent / benzene; dimethylformamide / Ambient temperature

8: 69 percent / 2N H₂SO₄ / 0.5 h / Heating

9: 0.85 g / pyridine / 48 h / 55 °C

10: 0.449 g / 1M hydrochloric acid / ethanol; H₂O / 24 h / Heating

With pyridine; hydrogenchloride; barium dihydroxide; lithium borohydride; thionyl chloride; sulfuric acid; ammonia; bromine; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; water; acetic anhydride; N,N-dimethyl-formamide; benzene;

DOI:10.1139/v88-009

upstream raw materials:

cis-1,3-cyclopentanedicarboxylic acid anhydride

cis-1,3-cyclopentanedicarboxylic acid

(+/-)-methyl cis-3-(chloromethanoyl)cyclopentanecarboxylate

(+/-)-(1S,3R)-3-(methoxycarbonyl)cyclopentanecarboxylic acid

Downstream raw materials:

Benzoic acid (1S,3R)-3-(4-chloro-2-oxo-2H-pyrimidin-1-yl)-cyclopentylmethyl ester