ChemicalBook > CAS DataBase List > 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion

1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion

Product Name
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion
CAS No.
65996-50-1
Chemical Name
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion
Synonyms
1,5-dihydro-pyrrolo[3,2-a]pyri;5H-Pyrrolo[3,2-d]pyriMidine-2,4-diol;1-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione;1,5-DIHYDROPYRROLO[3,2-A]PYRIMIDINE-2,4-DION;1,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDINE-2,4-DIONE;1,5-DIHYDRO-PYRROLO[3,2-A]PYRIMIDINE-2,4-DIONE;1H,2H,3H,4H,5H-pyrrolo[3,2-d]pyriMidine-2,4-dione;1,5-Dihydro-2H-pyrrolo[3,2-d]pyrimidine-2,4(3H)-dione;1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (7CI, 9CI, ACI)
CBNumber
CB3300013
Molecular Formula
C6H5N3O2
Formula Weight
151.12
MOL File
65996-50-1.mol
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1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion Property

Melting point:
>360 °C(Solv: water (7732-18-5))
Density 
1.516±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
form 
powder to crystal
pka
11.32±0.20(Predicted)
color 
White to Light yellow to Light orange
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Safety

Hazard Codes 
Xn
Risk Statements 
22
HS Code 
2933.59.8000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical
Product number
D5183
Product name
1,5-Dihydropyrrolo[3,2-d]pyrimidine-2,4-dione
Packaging
1G
Price
$491
Updated
2025/07/31
TRC
Product number
D454680
Product name
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dione
Packaging
5g
Price
$2475
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0017414
Product name
1,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDINE-2,4-DIONE
Purity
95.00%
Packaging
1G
Price
$2598.75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD22043
Product name
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dione
Packaging
5G
Price
$3071.3
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0017414
Product name
1,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDINE-2,4-DIONE
Purity
95.00%
Packaging
5G
Price
$3349.5
Updated
2021/12/16
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1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion Chemical Properties,Usage,Production

Uses

1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion is used for the preparation of pyrazolopyrimidine derivatives or analogs thereof as CCR4 function modulators.

Synthesis

116705-41-0

65996-50-1

General procedure for the synthesis of 1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione from (E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione: (E)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione (1 g, 4.4 mmol) was dissolved in freshly prepared glacial acetic acid (50 mL) and stirred to form a slurry. Under stirring, zinc powder (stabilized, 1g per batch, 2g total) was added in two batches with an interval of 1 hour. The reaction mixture was stirred overnight and the color of the slurry was observed to change gradually from yellow to light yellow to off-white. After completion of the reaction, the mixture was filtered and the filtrate was concentrated under vacuum to obtain a brown slurry. The product was separated from the brown slurry by ethanol precipitation to give a white solid (0.6 g, 89.8% yield). The spectral data of the product were consistent with those reported in the literature.1H NMR (400 MHz, DMSO-d6): δ 5.82-5.83 (t, 1H, J=2.28 Hz), 7.12-7.13 (t, 1H, J=2.72 Hz, J=2.96 Hz), 10.57 (s, 1H), 10.74 (s, 1H), 11.82 (s. 1H).13C NMR (400 MHz, DMSO-d6): δ 96.5, 110.9, 127.4, 135.1, 152.0, 156.3.

References

[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 15, p. 4354 - 4363
[2] Patent: US2016/257696, 2016, A1. Location in patent: Paragraph 0068
[3] Patent: WO2009/62258, 2009, A1. Location in patent: Page/Page column 98
[4] ChemMedChem, 2018, vol. 13, # 2, p. 178 - 185

1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion manufacturers

Career Henan Chemical Co
Product
1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dion 65996-50-1
Price
US $1.00/KG
Min. Order
1G
Purity
99%
Supply Ability
100KG
Release date
2018-08-13

65996-50-1, 1,5-Dihydropyrrolo[3,2-a]pyrimidine-2,4-dionRelated Search:


  • 1,5-DIHYDRO-PYRROLO[3,2-A]PYRIMIDINE-2,4-DIONE
  • 1,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDINE-2,4-DIONE
  • 1,5-dihydro-pyrrolo[3,2-a]pyri
  • 1,5-DIHYDROPYRROLO[3,2-A]PYRIMIDINE-2,4-DION
  • 1-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione
  • 1H,2H,3H,4H,5H-pyrrolo[3,2-d]pyriMidine-2,4-dione
  • 5H-Pyrrolo[3,2-d]pyriMidine-2,4-diol
  • 1,5-Dihydro-2H-pyrrolo[3,2-d]pyrimidine-2,4(3H)-dione
  • 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (7CI, 9CI, ACI)
  • 65996-50-1
  • Heterocycle-Pyrimidine series
  • pyrimidine
  • Bases & Related Reagents
  • Intermediates
  • Nucleotides
  • Ketone