Propyl isocyanate → 1-Propylcarbamoylcyclopropanesulfonamide tert-butylcarbamate

HRID 1365004Notes

Reaction equation

HRID 1365004 reaction equation
[C:1]([NH:5][C:6](=[O:8])[OH:7])([CH3:4])([CH3:3])[CH3:2].C[O:10][CH2:11][C:12]1([S:15]([NH2:18])(=[O:17])=[O:16])[CH2:14][CH2:13]1.[CH2:19]([N:22]=C=O)[CH2:20][CH3:21]>>[C:1]([NH:5][C:6](=[O:7])[OH:8])([CH3:4])([CH3:3])[CH3:2].[CH2:19]([NH:22][C:11]([C:12]1([S:15]([NH2:18])(=[O:17])=[O:16])[CH2:14][CH2:13]1)=[O:10])[CH2:20][CH3:21]

Participants

3

Reactant 2

HCID 61033Propyl isocyanateHCID 667523821-Methoxymethylcyclopropylsulfonylamine tert-butylcarbamate

Product 1

HCID 667532941-Propylcarbamoylcyclopropanesulfonamide tert-butylcarbamateYield 100%

Procedure

This compound was obtained in a crude 100% yield according to the procedure described for the synthesis of 1-methoxymethylcyclopropylsulfonylamine tert-butyl-carbamate except that 1.10 equivalents of n-propyl isocyanate was used as the electrophile. The compound was taken directly into the next reaction without purification: 1H NMR (CDCl3) δ 0.10 (m, 2H), 0.51 (m, 2H), 0.67 (m, 1H), 1.10 (m, 2H), 1.49 (s, 9H), 1.62 (m, 2H), 1.87 (d, J=7.0 Hz, 2H).

Workup

  1. customThis compound was obtained in a crude 100% yield
  2. customThe compound was taken directly into the next reaction without purification

Sources & evidence

ORD record
ord-7400ae800e344c4d9af2abbe1937183b
Source dataset
uspto-grants-2011_02
Patent number
US07888464B2

Reaction notes

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