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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355457Generated: November 3, 2026

Dimethylformamide → HCID 18506854, compound

https://huagongshe.com/reaction/1355457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(6-Hydroxymethyl-pyridin-2-ylamino)-thiazole-5-carbonitrileHCID 18506937—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 18506854HCID 18506854—

Reaction Steps

2-(6-Hydroxymethyl-pyridin-2-ylamino)-thiazole-5-carbonitrile (0.300 g, 0.29 mmol) was stirred in 5 mL anh DCM under N2. Anhydrous DMF (0.100 mL, 1.29 mmol) and POCl3 (0.120 mL, 1.29 mmol) were added. After 15 h the reaction was diluted with water and the pH was adjusted to 9 with sat NaHCO3 (aq). The dCM was removed in vacuo and the precipitate which formed was filtered and washed with water to provide the titled compound. 1H NMR (DMSO-d6) δ12.35 (s, 1H), 8.29 (s, 1H), 7.85 (t, 1H, J=7.8 Hz, 7.21 (d, 1H, 7.3 Hz), 7.11 (d, 1H, 8.2 Hz), 4.85 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586423B2
Source datasetuspto-grants-2003_07
ORD IDord-d9dceb4969fd448a8f3338d47d4e178e
Source noteuspto-grants-2003_07