Tert-Butylamine → HCID 21557785, compound

HRID 1579052Notes

Reaction equation

HRID 1579052 reaction equation
[O:1]1[CH2:16][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:12]=[N:13][S:14][CH:15]=1.[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>C(O)(C)(C)C>[C:17]([NH:21][CH2:16][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:12]=[N:13][S:14][CH:15]=1)([CH3:20])([CH3:19])[CH3:18]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 21557568HCID 21557568, compound

Product 1

HCID 21557785HCID 21557785, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

To a solution of 1.95 g. of 4-[2(2,3-epoxypropoxy)phenyl]-1,2,3-thiadiazole in 45 ml. of t-butylamine is added 5 ml. of t-butanol, and the reaction mixture is stirred at room temperature for 5 days. It is then evaporated to dryness under vacuo. Crystallization of the residue from methylene chloride-benzene affords the pure 4-[2(3-t-butylamino-2-hydroxypropoxy)phenyl]1,2,3-thiadiazole, m.p. 99°-100° C λmax 244, 290 nm (ε 10,500, 4,600) ir 3355, 1600 cm-1.

Workup

  1. customIt is then evaporated to dryness under vacuo
  2. customCrystallization of the residue from methylene chloride-benzene

Sources & evidence

ORD record
ord-f6fbf1fc73444c70a1006ed657b137d4
Source dataset
uspto-grants-1976_02
Patent number
US03940407

Reaction notes

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