Hexane → N'-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N,N-dimethylmethanimidamide

HRID 2064506Notes

Reaction equation

HRID 2064506 reaction equation
[C:1]([C:5]1[S:9][C:8]([NH2:10])=[N:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15].CCCCCC>C1(C)C=CC=CC=1>[C:1]([C:5]1[S:9][C:8](/[N:10]=[CH:13]/[N:14]([CH3:16])[CH3:15])=[N:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8058HexaneHCID 78373Dimethylformamide dimethyl acetalHCID 170170Buthidazolamine

Product 1

HCID 9583081N'-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N,N-dimethylmethanimidamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 5-tert-butyl-1,3,4-thiadiazol-2-amine (Aldrich) (10.0 g, 63.6 mmol) and 1,1-dimethoxy-N,N-dimethylmethanamine (26.3 mL, 197 mmol) in 200 mL of toluene was heated at 100° C. for 12 hours. The mixture was cooled to room temperature and hexane was added. The solid was collected by filtration (hexane wash) to afford the title compound.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe solid was collected by filtration (hexane wash)

Sources & evidence

ORD record
ord-ff6fb80ab8f4477c83520c266296fad8
Source dataset
uspto-grants-2012_10
Patent number
US08288428B2

Reaction notes

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