Formaldehyde → HCID 53881102, compound

HRID 1089085Notes

Reaction equation

HRID 1089085 reaction equation
[SH:1][C:2]1[S:3][CH2:4][CH2:5][N:6]=1.[CH2:7]([NH:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH3:10].[CH2:16]=O>C1(C)C=CC=CC=1>[CH2:7]([N:11]([CH2:16][N:6]1[CH:5]=[CH:4][S:3][C:2]1=[S:1])[CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8148DibutylamineHCID 178527880HCID 178527880, compound

Product 1

HCID 53881102HCID 53881102, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

A suspension of 47.3 g (0.4 mol) of 2-mercaptothiazoline together with 52.3 g (0.4 mol) of dibutylamine and 34.3 g (0.41 mol) of 36% aqueous formaldehyde in 150 ml of toluene is stirred for 5 hours at 50° C. The water is then separated off from the clear toluene phase and the latter is evaporated under reduced pressure. This gives 94.8 g (yield 91%) of 3-(dibutylaminomethyl)-thiazoline-2-thione in the form of a yellowish, highly fluid oil. nD20 1.5512.

Workup

  1. customThe water is then separated off from the clear toluene phase
  2. customthe latter is evaporated under reduced pressure

Sources & evidence

ORD record
ord-dd8fc2330e4e43d0ad6c7720d2d0ae48
Source dataset
uspto-grants-1990_10
Patent number
US04965005

Reaction notes

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