Hydrochloric Acid → HCID 178481151, compound

HRID 482801Notes

Reaction equation

HRID 482801 reaction equation
[CH3:1][N:2]([CH2:12][CH:13]([O:16]C)OC)[C:3]([NH:5][C:6]1[S:7][C:8]([SH:11])=[N:9][N:10]=1)=[O:4].Cl>O>[CH3:1][N:2]1[CH2:12][CH:13]([OH:16])[N:5]([C:6]2[S:7][C:8]([SH:11])=[N:9][N:10]=2)[C:3]1=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178495945HCID 178495945, compound

Product 1

HCID 178481151HCID 178481151, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 500 ml round bottom flask were mixed 1-methyl-1-(2,2-dimethoxyethyl)-3-(5-mercapto-1,3,4-thiadiazol-2-yl) urea (8.0 g, 0.03 mol), water (300 ml) and conc. hydrochloric acid (4 ml). The mixture was stirred vigorously and was heated to reflux for ~1 hour. The mixture was cooled and filtered to give a white solid product which was dried in vacuo, 5.3 g, 76.1% yield, mp 243° C. dec. NMR (NaOD in D2O) 6.0 (t, 1H), 3.5 (d, 2H), 3.0 (S, 3H). IR: (KBr) 3400, 3200, 2900, 1700, 1550, 1500, 1450, 1360, 1275, 1245, 1100, 1080, 1050, 1000, 900, 775, 725.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for ~1 hour
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. customto give a white solid product which
  6. customwas dried in vacuo, 5.3 g, 76.1% yield, mp 243° C. dec

Sources & evidence

ORD record
ord-01064ef064d647268d38930ed62ecbd8
Source dataset
uspto-grants-1986_03
Patent number
US04576629

Reaction notes

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