Methyl N-(triethylammoniosulfonyl)carbamate → HCID 57971488, compound

HRID 913238Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:28]=[CH:27][CH:26]=[CH:25][C:4]=1[C:5]([NH:7][NH:8][C:9](=[O:24])[CH2:10][C:11]1[CH:23]=[CH:22][C:14]([C:15]([O:17]C(C)(C)C)=[O:16])=[CH:13][CH:12]=1)=O.CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>C1COCC1>[CH3:1][O:2][C:3]1[CH:28]=[CH:27][CH:26]=[CH:25][C:4]=1[C:5]1[O:24][C:9]([CH2:10][C:11]2[CH:23]=[CH:22][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=2)=[N:8][N:7]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of tert-butyl 4-{2-[2-(2-methoxybenzoyl)hydrazino]-2-oxoethyl}benzoate (0.1 g, 0.26 mmol) in THF (2.5 mL) was treated with Burgess reagent (0.12 g, 0.52 mmol), sealed and heated to 100° C. for 10 minutes in the microwave. The reaction was evaporated in vacuo and purified by flash chromatography (0-2% methanol/methylene chloride) to give the desired product as a white solid. ESIMS calcd 367.2 (M++H), found 367.1 (M++H).

Workup

customsealed
customThe reaction was evaporated in vacuo
custompurified by flash chromatography (0-2% methanol/methylene chloride)

Sources & evidence

ORD record: ord-55935c08fb7e4cd7b8304bc4eedb69a8
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08026260B2

Reaction notes

Loading…