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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029558Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 19012216, compound

https://huagongshe.com/reaction/1029558

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4,5-Pyrimidinediamine, 6-chloro-HCID 78010—
ReactantTrimethyl orthovalerateHCID 83755—
Solvent2-MethoxyethanolHCID 8019—
ProductHCID 19012216HCID 1901221626.8%

Reaction Steps

A mixture of 6-Chloro-4,5-diaminopyrimidine (0.289 g, 2 mmol) (from Step 1 of Example 12), trimethylorthovalerate (0.52 ml, 3 mmol) and p-TsOH (0.04 g) in 2-methoxyethanol (10 ml) was refluxed for 24 hours. The product was isolated and purified as described in Step 2 of Example 12 to give the crystalline titled compound (0.113 g, 23%). NMR (CDCl3): δ0.997 (t, J=9 Hz, 3H), 1.484 (m, 2H), 1.925 (m, 2H), 3.075 (m, 2H), 7.27 (s, 1H) and 8.723 (s, 1H). FAB-MS: m/e 211 and 213 (M+H). Analysis calculated for C9H11N4Cl: C, 51.31; H, 5.26; N, 26.60. Found: C, 51.34; H, 5.30, N, 26.46.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05102880
Source datasetuspto-grants-1992_04
ORD IDord-43c4a0aa77624be083bb3fd5f284738e
Source noteuspto-grants-1992_04