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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685019Generated: October 29, 2026

Methylamine → tert-Butyl (4-((methylamino)methyl)thiazol-2-yl)carbamate

https://huagongshe.com/reaction/1685019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTetrahydrofuranHCID 8028—
Reactanttert-Butyl (4-(chloromethyl)thiazol-2-yl)carbamateHCID 45117840—
Producttert-Butyl (4-((methylamino)methyl)thiazol-2-yl)carbamateHCID 58055063—

Reaction Conditions

Temperature60 °C

Reaction Steps

tert-Butyl 4-(chloromethyl)thiazol-2-ylcarbamate (8.0 g, 24.16 mmol) was dissolved in 2.0 M methylamine in tetrahydrofuran (640 mL, ˜40 eq.) and heated in the microwave for 60 minutes at 60° C. The precipitate (impurity) was filtered off and the filtrate was concentrated under reduced pressure to furnish 1.97 g product as orange foam. 1H NMR (DMSO-d6): δ 11.79 (s, br, 1H), 7.50 (s, 1H), 7.36 (d, 1H), 7.10 (m, 2H), 5.14 (s, br, 1H), 4.63 (s, 2H), 4.36 (s, 2H), 3.83 (t, 2H), 3.43 (t, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148380B2
Source datasetuspto-grants-2012_04
ORD IDord-8edd28c15b5346c0aa95a6294cc54d91
Source noteuspto-grants-2012_04