4-Amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid

Base Information

• Chemical Name: 4-Amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid
• CAS No.: 1027082-25-2
• Molecular Formula: C6H6N4O2S
• Molecular Weight: 198.205
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90462976
• Mol file: 1027082-25-2.mol

Synonyms:4-Amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid;1027082-25-2;DTXSID90462976;AKOS006344318;FT-0756453

Chemical Property of 4-Amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid

Chemical Property:

• PSA: 124.10000
• LogP: 1.56760
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 198.02114662
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

4-Amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=NC(=NC(=C21)N)S(=O)O

Technology Process of 4-Amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid

There total 2 articles about 4-Amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid 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: 99.1%

4-amino-7H-pyrrolo[2,3-d]pyrimidine-2-thiol (98198-24-4) → 4-amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid (1027082-25-2)

Guidance literature:

With potassium hydroxide; dihydrogen peroxide; at 5 - 15 ℃;

DOI:10.1021/jo0491096

Reference yield:

4,6-diamino-5-(2,2-diethoxyethyl)pyrimidine-2-thiol potassium salt → 4-amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid (1027082-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.95 kg / aq. HCl / 50 °C

2: 99.1 percent / aq. KOH; hydrogen peroxide / 5 - 15 °C

With hydrogenchloride; potassium hydroxide; dihydrogen peroxide;

DOI:10.1021/jo0491096

Reference yield: 84.0%

4-amino-7H-pyrrolo[2,3-d]pyrimidine-2-sulfinic acid (1027082-25-2) → 4-amino-7H-pyrrolo[2,3-d]pyrimidine hydrogen sulfate (769951-32-8)

Guidance literature:

With sulfuric acid; at 20 - 75 ℃; for 5.5h;

DOI:10.1021/jo0491096

upstream raw materials:

4-amino-7H-pyrrolo[2,3-d]pyrimidine-2-thiol

Downstream raw materials:

4-amino-7H-pyrrolo[2,3-d]pyrimidine hydrogen sulfate

2-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)isoindoline-1,3-dione

4-phthalimido-7-[3',5'-di-O-(4-methylbenzoyl)-2'-C-methyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

7-deaza-2'-C-methyl-adenosine