(Diethylamino)sulfur trifluoride → HCID 15006821, compound

HRID 2225353Notes

Reaction equation

HRID 2225353 reaction equation
C(N(S(F)(F)[F:7])CC)C.[CH2:10]([O:18][C:19]1[C:20](=O)[NH:21][C:22]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[CH:27][CH:26]=2)=[N:23][CH:24]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].C(=O)(O)[O-].[Na+]>ClCCl>[F:7][C:20]1[C:19]([O:18][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:24][N:23]=[C:22]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[CH:27][CH:26]=2)[N:21]=1

Participants

5

Reactant 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 516892Sodium BicarbonateHCID 19003945HCID 19003945, compound

Product 1

HCID 15006821HCID 15006821, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 0.7 ml of diethylaminosulfurtrifluoride (DAST) in 10 ml of dichloromethane is added in the course of 10 minutes, at 0° C., to a suspension of 2.1 g of 5-octyloxy-2-(4-octyloxyphenyl)pyrimidin-4-one (prepared, for example, in accordance with Boller et al., Z. Naturf. 33b, 433 (1978)) in 30 ml of dichloromethane. After 8 h at 40° C., aqueous sodium bicarbonate solution is added. After chromatography and recrystallization from acetonitrile, the organic phase yields 0.7 g of colorless crystals.

Workup

  1. customAfter chromatography and recrystallization from acetonitrile

Sources & evidence

ORD record
ord-5831ae5c846846d382032b2c6d7320c6
Source dataset
uspto-grants-1994_09
Patent number
US05344585

Reaction notes

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