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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59757Generated: October 26, 2026

Dimethylamine → Tert-butyl 4-(dimethylcarbamoyl)phenylcarbamate

https://huagongshe.com/reaction/59757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantDimethylformamideHCID 6228—
ReactantTetrahydrofuranHCID 8028—
Reactant4-{[(Tert-butoxy)carbonyl]amino}benzoic acidHCID 2755931—
ProductTert-butyl 4-(dimethylcarbamoyl)phenylcarbamateHCID 24689134—

Reaction Steps

To a solution of 4-(tert-butoxycarbonylamino)benzoic acid (1 g, 4.21 mmol) in DMF (10 ml) CDI (1.025 g, 6.32 mmol) was added. The mixture was stirred at RT for 2 hours. Dimethylamine 2M in THF (3.16 ml, 6.32 mmol) was added, and the mixture stirred at RT for 3 hours. The mixture was poured onto water and extracted with AcOEt (2×). Organic phase was dried over Na2SO4 and evaporated under vacuum to give g 1.25 of Int. 73 which crystallizes on standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440954B2
Source datasetuspto-grants-2016_09
ORD IDord-a151409129904a0d9166afad69f9ac0b
Source noteuspto-grants-2016_09