116477-30-6

Basic information

• Product Name: N-(4,6-DICHLORO-5-FORMYLAMINO-PYRIMIDIN-2-YL)-FORMAMIDE
• Synonyms: N-(4,6-DICHLORO-5-FORMYLAMINO-PYRIMIDIN-2-YL)-FORMAMIDE;N,N'-(4,6-DichloropyriMidine-2,5-diyl)diforMaMide;N-(4,6-dichloro-2-formamidopyrimidin-5-yl)formamide;N,N-(4,6-DICHLOROPYRIMIDINE-2,5-DIYL)DIFORMAMIDE(WXC07164);N-(4,6-dichloro-5-formylamino-pyrimidin-2-yl)-formamid
• CAS NO: 116477-30-6
• Molecular Formula: C₆H₄Cl₂N₄O₂
• Molecular Weight: 235.03
• EINECS: 604-604-1
• Mol File: 116477-30-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 546.2±60.0 °C(Predicted)
• Appearance: /
• Density: 1.762±0.06 g/cm3(Predicted)
• PKA: 10.41±0.70(Predicted)
• CAS DataBase Reference: N-(4,6-DICHLORO-5-FORMYLAMINO-PYRIMIDIN-2-YL)-FORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4,6-DICHLORO-5-FORMYLAMINO-PYRIMIDIN-2-YL)-FORMAMIDE(116477-30-6)
• EPA Substance Registry System: N-(4,6-DICHLORO-5-FORMYLAMINO-PYRIMIDIN-2-YL)-FORMAMIDE(116477-30-6)

Safety Data

• Hazardous Substances Data: 116477-30-6(Hazardous Substances Data)

Usage

General Description

N-(4,6-dichloro-5-formylamino-pyrimidin-2-yl)-formamide is a chemical compound with the molecular formula C6H3Cl2N3O2. It is a formamide derivative and a pyrimidine compound. This chemical is commonly used in organic synthesis and pharmaceutical research. It has potential applications in the development of new drugs and pharmaceuticals due to its structure and reactivity. Additionally, it may also be utilized in the production of agrochemicals, dyes, and other industrial products. The compound should be handled and stored in accordance with proper safety procedures and guidelines.

Synthetic route

formic acid (64-18-6) + 2,5-diamino-4,6-dichloropyrimidine (55583-59-0) → 4,6-dichloro-2,5-diformamido-pyrimidine (116477-30-6)

Conditions	Yield
With acetic anhydride 1.) 0 deg C, 15 min, 2.) RT, 16 h;	75%
With acetic anhydride	70%
With acetic anhydride at 0 - 20℃; for 16.25h;

4,6-dichloro-2,5-diformamido-pyrimidine (116477-30-6) + 2,2-bis(benzyloxymethyl)cyclopropylamine (135345-86-7) → 6-<<2,2-bis(benzyloxymethyl)cyclopropyl>amino>-4-chloro-2,5-diformamidopyrimidine (145215-24-3)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane 1.) room temperature, 7 h, 2.) 70 deg C, 2 h;	90.7%

4,6-dichloro-2,5-diformamido-pyrimidine (116477-30-6) + (R)-1,4-bis(benzyloxy)but-2-oxyamine (114778-27-7) → (R)-4-chloro-6-<<1,4-bis(benzyloxy)but-2-oxy>amino>-2,5-diformamidopyrimidine (131068-46-7)

Conditions	Yield
With triethylamine In 1,4-dioxane at 100℃; for 1.5h;	83%

4,6-dichloro-2,5-diformamido-pyrimidine (116477-30-6) + diethyl 4-(aminooxy)butylphosphonate (133866-53-2) → 4-Chloro-6-[[4-(diethoxyphosphoryl)butoxy]amino]-2,5-diformamidopyrimidine (133866-54-3)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In diethylene glycol dimethyl ether	81%
With N-ethyl-N,N-diisopropylamine In diethylene glycol dimethyl ether

<(2,2-dimethyl-1,3-dioxan-5-yl)methoxy>amine (114778-39-1) + 4,6-dichloro-2,5-diformamido-pyrimidine (116477-30-6) → 4-chloro-2,5-diformamido-6-<<(2,2-dimethyl-1,3-dioxan-5-yl)methoxy>amino>pyrimidine (123240-60-8)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In diethylene glycol dimethyl ether at 100℃; for 2.5h;	77%

4,6-dichloro-2,5-diformamido-pyrimidine (116477-30-6) + Diethyl 3-(acetoxymethyl)-4-(aminooxy)butylphosphonate (133866-80-5) → 4-Chloro-6-[2-(acetoxymethyl)-4-(diethoxyphosphoryl)butoxyamino] 2,5-diformamidopyrimidine (133866-81-6)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In diethylene glycol dimethyl ether at 100℃; for 3h;	76%
With N-ethyl-N,N-diisopropylamine In diethylene glycol dimethyl ether

Upstream product

• 64-18-6 formic acid 
• 55583-59-0 2,5-diamino-4,6-dichloropyrimidine 

Downstream Products

• 124122-61-8 6-Benzyloxyamino-4-chloro-2,5-diformamido-pyrimidine 
• 172015-79-1 ((1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hydrochloride 
• 123240-63-1 2-Amino-9-(2-hydroxy-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-5-ylmethoxy)-1,9-dihydro-purin-6-one 
• 114778-77-7 2-Amino-9-(3-benzoyloxy-2-benzoyloxymethylprop-1-oxy)purine 
• 114778-69-7 9-(3-hexanoyloxyprop-1-oxy)guanine 
• 114778-62-0 9-(3-benzoyloxyprop-1-oxy)guanine 
• 114778-81-3 2-amino-9-(3-benzoyloxyprop-1-oxy)purine 
• 114809-39-1 BRL45148 
• 124077-17-4 9-Benzyloxy-2-[(bis-t-butoxycarbonyl)amino]-6-methoxypurine 
• 124077-16-3 9-benzyloxy-6-chloro-2-formamidopurine 
• 124122-62-9 2-amino-9-benzyloxy-6-methoxypurine 
• 116477-32-8 9(3-Benzyloxyprop-1-oxy)-6-chloro-2-formamidopurine 
• 114778-60-8 9-(3-hydroxypropoxy)guanine 
• 145215-26-5 N-[9-(2,2-Bis-benzyloxymethyl-cyclopropyl)-6-chloro-9H-purin-2-yl]-formamide 

Relevant articles and documents

Process for the preparation of abacavir

A process for the preparation of Abacavir of formula 1 and its sulfate salt comprising the reaction of a compound of formula 6 with cyclopropyl amine.

SYNTHESIS OF 9-(3-HYDROXYPROPOXY)GUANINE, A NOVEL ANTIVIRAL ACYCLONUCLEOSIDE

Synthetic approaches to 9-(3-hydroxypropoxy)guanine (2) involving the intermediacy of either a 1-alkoxyimidazole (7) or a 4-alkoxyaminopyrimidine (13) are described.This 9-alkoxyguanine (2) has potent and selective anti-herpesvirus activity and is the first reported member of a new series of antiviral acyclonucleosides.