Cyanamide → 4H,6H,7H-pyrano(4,3-d)(1,3)thiazol-2-amine

HRID 78530Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][C:4](=O)[CH2:3][CH2:2]1.N1CCCC1.O.C1(C)C=CC([S:20](O)(=O)=O)=CC=1.[S].[N:26]#[C:27][NH2:28]>>[N:26]1[C:4]2[CH2:3][CH2:2][O:1][CH2:6][C:5]=2[S:20][C:27]=1[NH2:28]

Participants

Reactant 5

HCID 9864Cyanamide

HCID 31268Pyrrolidine

HCID 121599Tetrahydro-4H-pyran-4-one

HCID 521998p-Toluenesulfonic acid monohydrate

HCID 5362487Sulfur

Product 1

HCID 222244484H,6H,7H-pyrano(4,3-d)(1,3)thiazol-2-amine

Procedure

Commercially available dihydro-2H-pyran-4(3H)-one (Aldrich), pyrrolidine (Aldrich), p-toluenesulfonic acid monohydrate (Aldrich) sulfur (Aldrich) and cyanamide (Aldrich) were processed using the method described in Example 240A to afford the title compound. MS (ESI+) m/z 157 (M+H)+.

Sources & evidence

ORD record: ord-353da47ca4ba45b88c6d6e77e10d3365
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08841334B2

Reaction notes

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